Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 7735-42-4, 1,16-Hexadecanediol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 7735-42-4, blongs to alcohols-buliding-blocks compound. Recommanded Product: 7735-42-4

Synthesis Example C-(18) 1,16-Hexadecanediol (13.75 g) was dissolved in 37 ml of cyclohexane, and 57% hydrobromic acid solution (37 ml) was added to this solution. The reaction mixture was refluxed for six hours while stirring. After the reaction, the mixture was extracted three times with diethyl ether. The organic layer was neutralized with saturated sodium hydrogen carbonate solution, washed with saline solution, dried over magnesium sulfate, and filtered, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel flash chromatography (hexane: ethyl acetate = 7:3) gave 16-bromohexadecan-1-ol as white crystals at a 67% yield. Molecular weight: 320.9 (C16H33BrO) TLC: (hexane-ethyl acetate 7-3) Rf value=0.53 1H-NMR: (300MHz, CDCl3)delta: 1.26 (s large, 24H, -(CH2)12-); 1.56 (qt, 2H, J=7.2Hz, -CH2-); 1.85 (qt, 2H, J=7.1 Hz, -CH2-); 3.40 (t, 2H, J=7.1Hz, -CH2-Br); 3.63 (t, 2H, J=6.6Hz, -CH2-O-) 13C-NMR: (75MHz, CDCl3) delta: 25.84; 27.28; 28.22; 29.48-29.50; 32.90; 33.20; 34.01; 63.01

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7735-42-4, 1,16-Hexadecanediol, and friends who are interested can also refer to it.

Reference:
Patent; Meiji Dairies Corporation; EP1854777; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 124937-73-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 124937-73-1, name is 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol, molecular formula is C17H20O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 1: Preparation of 3-(2-methoxy-5-methylphenyl)-3-phenylpropyl methane sulfonate (Vb)This intermediate is of significant importance for use in the preparation of Tolterodine or salts thereof, or its derivatives according to the present invention.In a 3-necked round bottom flask, 6-methyl-4-phenyl-3,4-dihydro coumarin (II, 10Og, 0.420 mol) is charged into methanol (500 ml) at about 250C with stirring. To the resulting suspension, potassium carbonate (K2CO3, 87 g, 0.63 mol) and methyl iodide (MeI, 78 ml, 1.25 mol) are added and the mass is stirred at from about 550C to about 6O0C for 4 h. The reaction mass is cooled to from about 400C to about 450C and MeI (27 ml, 0.43 mol) and K2CO3 (29 g, 0.21 mol) are added. Re-heat the mass to 55~ 6O0C and stir for additional 6 h until the reaction completes. Then solvent is removed by distillation under vacuum. The residue is dissolved in 350 ml of toluene. This organic phase is washed once with 750 ml of DM water and twice with 450 ml of DM water.The organic layer thus obtained is charged into a 3-necked round bottom flask under N2 atmosphere and cooled at temperature from about -50C to about 5C. Toluene solution of sodium bis(2-methoxyethoxy) aluminum hydride (Red-Al, 200 ml, 70% w/v, 0.706 mol) is slowly added through a dropping funnel over a period of 120 min, maintaining the solution temperature within -5 ~ 50C. The mixture is stirred for an additional 1 h at this temperature until the reaction completes. Then aqueous solution of NaOH (80 ml, 10%) is added through a dropping funnel over a period of 45 min, maintaining the temperature at 0 ~ 100C, and continue stirring for an additional 45 min at the same temperature. Add 750 ml of DM water and stir for 30 min at 250C. The biphasic reaction mass is filtered through a celite bed (10 g). The organic layer is collected and dried over 20 g of anhydrous sodium sulfate (Na2SO4). The solids are filtered and washed with 50 ml of toluene. The toluene is distilled off completely and compound IV is obtained as slightly yellow thick oil.The thick oil is dissolved in 300 ml of dichloromethane (DCM) under N2 atmosphere. Triethylamine (Et3N, 90 ml, 0.647 mol) is added and the mass is cooled to 0 ~ 5C. Mesyl chloride (MsCl, 36 ml, 0.465 mol) is added slowly through a dropping funnel over a period of 120 min, keeping the solution temperature below 1O0C. Continue stirring the mixture for an additional 1 h at 0~5C until the reaction completes. 1 L of cold DM water (0~5C) was added and the mass is stirred for 30 ~ 60 min at this temperature. Cone. HCl (25 ml) is added and the mass is stirred until it reaches 25C. The organic layer is collected and washed with 200 ml of DM water. About 180 ~ 220 ml of DCM is distilled off from the organic layer under atmosphere pressure at 38 ~ 43C. 400 ml of cyclohexane is added to the residue and the mass is heated to reflux till a clear solution is obtained (70 ~ 800C). This solution is cooled slowly and compound Vb crystallized. The solid is filtered in Buchner funnel and spray washed with 100 ml of cold cyclohexane. The mass is dried under vacuum at 600C to give 90 ~ 110 g of title compound.

According to the analysis of related databases, 124937-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMATHEN S.A.; KOFTIS, Theoharis, V.; NEOKOSMIDIS, Efstratios; SONI, Rohit, Ravikant; MANDALOU, Panagiota; MENISIOU, Aristotelis; WO2010/94292; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 75853-18-8 , The common heterocyclic compound, 75853-18-8, name is 2,3-Difluorobenzyl alcohol, molecular formula is C7H6F2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Example 73 2,3-Difluorobenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from cis 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine and 2,3-difluorobenzyl alcohol according to the methods described for Examples 52 and 54 to give the product as a white solid (0.1846 g, 57percent overall); (Found: C, 52.4; H, 6.0; N, 8.6percent. C14H18F2N2O2.HCl requires C, 52.4; H, 6.0; N, 8.7percent); deltaH (400 MHz, DMSO-d6) 10.07 (1H, br), 9.33 (1H, br), 7.44 (1H, m), 7.28 (2H, m), 5.21 (2H, s), 4.30 (2H, m), 3.14 (2H, d, J 13.2 Hz), 3.06 (2H, m), and 1.31(6 H, d, J 7.2 Hz).

The synthetic route of 75853-18-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 26021-57-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol. This compound has unique chemical properties. The synthetic route is as follows.

a) (S)-3-(3,4-Dihydro-2H-benzo[1,4]oxazin-6-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester A solution of 3,4-dihydro-2H-benzo[1,4]oxazin-6-ol (CAS registry 26021-57-8) (4.0 g, 26.5 mmol) in DMF (150 ml) was treated with NaH (2.117 g, 52.9 mmol) for 20 min at 20 C. (R)-3-Methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester (CAS registry 127423-61-4) (9.13 g, 34.4 mmol) was added. After stirring for 22 h at rt the reaction mixture was concentrated to dryness, then taken up with EtOAc, filtered through hyflo and the filtrate was washed with sat. aq. Na2CO3 solution. Combined organic layers were washed with brine, dried over Na2SO4, filtered and evaporated. The crude product was purified by flash chromatography on silica gel (cyclohexane/isopropanol 100:0 to 85:15 in 40 min) to provide the title compound as a yellow oil. HPLC RtM8=1.84 min; ESIMS: 321 [(M+H)+]. 1H NMR (400 MHz, DMSO): 6.52 (d, 1H), 6.12 (d, 1H), 6.02 (m, 1H), 5.76 (m, 1H), 4.75 (br s, 1H), 4.01-40.5 (m, 2H), 3.27-3.50 (m, 4H), 3.22-3.26 (m, 2H), 1.95-2.08 (m, 2H), 1.39 (m, 9H).

According to the analysis of related databases, 26021-57-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; CHAMOIN, Sylvie; FURET, Pascal; HOGENAUER, Klemens; HURTH, Konstanze; KALIS, Christoph; KAMMERTOENS, Karen; LEWIS, Ian; MOEBITZ, Henrik; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; WOLF, Romain; ZECRI, Frederic; US2013/165436; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 2867-59-6 ,Some common heterocyclic compound, 2867-59-6, molecular formula is C4H11NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

2-(3-Fluorophenyl)-3-oxo-6-[4-(trifluorom acid (100 mg, 0.26 mmol) was dissolved in anhydrous DMF (2.0 ml_). (3RS)-3-Aminobutan-1 -ol (47.1 mg, 0.53 mmol), N-ethyl-N-isopropylpropan-2-amine (0.207 ml_, 1.19 mmol), and propane phosphonic acid anhydride (T3P, 231 muIota_, 50% in DMF, 397 muetaiotaomicronIota) were successively added. It was stirred at rt overnight. The crude reaction mixture was purified by RP-HPLC (column: X-Bridge C18 5muetaiota 100x30mm, mobile phase: (water + 0.1 vol% formic acid (99%)) / acetonitrile, gradient) to yield 88.3 mg (74%) of the title compound. 1H-NMR (400MHz, DMSO-d6): delta [ppm] = 1 .19 (d, 3H), 1.60 – 1.74 (m, 2H), 3.45 – 3.51 (m, 2H), 4.09 – 4.21 (m, 1 H), 4.51 (t, 1 H), 7.36 – 7.43 (m, 1 H), 7.54 – 7.58 (m, 1 H), 7.59 – 7.66 (m, 2H), 7.88 (d, 2H), 8.20 (d, 2H), 8.70 (s, 1 H), 9.29 (d, 1 H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 2867-59-6, 3-Aminobutan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM (DKFZ); SCHMEES, Norbert; GUTCHER, Ilona; IRLBACHER, Horst; BADER, Benjamin; ZHAO, Na; PLATTEN, Michael; (437 pag.)WO2017/202816; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3513-81-3, 2-Methylenepropane-1,3-diol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 3513-81-3, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C4H8O2

To a solution of di-tert-butyl dicarbonate (6.6 kg) in methylene chloride (15.0 L, 15 volumes) was added 2-methylene-1,3-propanediol (1.00 kg) and phase transfer catalyst tetrabutylammonium hydrogensulfate (0.641 kg). The resulting reaction mixture was then agitated vigorously at about 15° C. while adding over a 2 hr period, 6M aqueous sodium hydroxide solution (13.2 L) and controlling the temperature between 25 to 30° C. The resulting two-phase reaction mixture was subsequently agitated for a period of 2-3 hrs at 25° C.The aqueous layer was discarded and additional phase transfer catalyst tetrabutylammonium hydrogensulfate (0.064 kg, 10percent of the initial amount), di-tert-butyl dicarbonate (0.66 kg, 10percent of the initial amount), and methylene chloride (2.0 L, 2 volumes) was added to the remaining organic reaction mixture. To the reaction mixture was also added 6M aqueous sodium hydroxide solution (1.32 L, 10percent of the initial amount) over a period of about 0.5 to 1 hr, while controlling the temperature between 25 to 30° C. The resulting two-phase reaction mixture was then agitated at about 25° C. for additional 3 to 4 hr. Allowing more than 3 hrs of agitation time is often required to complete the hydrolysis of the excess di-tert-butyl dicarbonate. The aqueous layer was discarded. The resulting organic phase was washed with water (3.x.8.0 L), diluted with EtOAc (6 L, 6 volumes), and distilled to an oil foam with quantitative yield.1H (500 MHz, CDCl3) delta 5.15, 4.98, 4.79, 4.68, 4.68, 4.33, 4.31, 3.89, 3.77, 3.67, 3.45, 3.35, 3.19, 2.88, 2.78, 2.74, 2.42, 2.17, 2.11, 2.06, 1.95, 1.72, 1.66, 1.51, 1.48, 1.43, 1.34, 1.27, 1.19, 1.19, 1.18, 1.14, 1.13, 1.11, 0.95, 0.85.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3513-81-3, its application will become more common.

Reference:
Patent; Xu, Guoyou; Gai, Yonghua; Wang, Guoqlang; Or, Yat Sun; Wang, Zhe; US2007/207972; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 2516-33-8, name is Cyclopropylmethanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 2516-33-8

Intermediate 1:Preparation of cyclopropylmethyl 2,5-dioxopyrrolidin-l-yl carbonate. added bis(2,5-dioxopyrrolidin-l -yl) carbonate (7.1 g, 27.7 mmol) and triethylamine (5.8 mL, 41.6 mmol). The reaction was stirred overnight then quenched with saturated NaHC03 (aq.) and extracted with ethyl acetate (3 chi 50 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to provide the title compound as an amber oil: NMR (300 MHz, CDC13) delta 4.16 (d, J = 7.5 Hz, 2H), 2.84 (s, 4H), 1.26 (m, 1H), 0.70-0.64 (m, 2H), 0.40-0.35 (m, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 2516-33-8.

Reference:
Patent; MERCK SHARP & DOHME CORP.; EDMONDSON, Scott; GUO, Zhiqiang; GEISS, William, B.; WOOD, Harold, B.; STAMFORD, Andrew, W.; MILLER, Michael, W.; DEMONG, Duane, E.; MORRIELLO, Gregori, J.; ANAND, Rajan; COLANDREA, Vincent, J.; MACALA, Megan; MALETIC, Milana; ZHU, Cheng; ZHU, Yuping; SUN, Wanying; ZHAO, Kake; HUANG, Yong; HARRIS, Joel, M.; CHANG, Lehua; KAR, Nam Fung; HU, Zhiyong; WANG, Liping; WANG, Bowei; LIU, Ping; SZEWCZYK, Jason, W.; WO2012/138845; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 4442-79-9 ,Some common heterocyclic compound, 4442-79-9, molecular formula is C8H16O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Example 81Preparation of Derivative 81 According to the Present InventionDerivative 81 having the following formula was prepared as follows. Sodium hydride (343.2 mg, 8.58 mmol, 60% dispersed oil) was slowly added to cyclohexaneethanol (1 g, 7.8 mmol) dissolved in 30 ml of dried dimethylformamide under nitrogen at room temperature while stirring. The mixture was further stirred at room temperature for 30 minutes. Then, 4-fluoro-2-(trifluoromethyl)benzaldehyde (1.2 g, 7.8 mmol) dissolved in dried dimethylformamide was added thereto over 10 minutes and stirred at room temperature for 18 hours until the initial product disappeared. Subsequently, ice water was added thereto, and the resulting mixture was extracted with ethyl acetate and water. The organic layer was washed with water several times, dried with anhydrous magnesium sulfate, filtered and solvent-evaporated. The residual oil was chromatographed on the silica gel column (hexane:ethyl acetate-20:1) to afford the intermediate, 4-(2-cyclohexylethoxy)-2-(trifluoromethyl)benzaldehyde (1.77 g, yield: 75.6%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4442-79-9, its application will become more common.

Reference:
Patent; Cho, Hoon; Wu, Ying; Choi, Cheol-Hee; US2011/269954; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 624-95-3, name is 3,3-Dimethylbutan-1-ol, molecular formula is C6H14O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Computed Properties of C6H14O

EXAMPLE 11-Comparative Example 2; Example It represents a second reference oxidation reaction under the same conditions as for Example I using the second catalyst system reported in the same source, Tetrahedron Letters, 42 (2001) 6651-6653: 51. Omg of Mn (N03) 2H20 (0. 205mmol), 49. 5mg of Cu (N03) 2. 6H20 (0. 205mmol), 85mg TEMPO (0. 536mmol) are dissolved in glacial acetic acid (7 cc) and the solution transferred into a jacketed glass reactor. The reactor is alternately evacuated and purged with oxygen at least five times and the temperature of the catalyst solution is raised to the target value of 45C under constant stirring of 150ORPM. When the temperature reached 45C, 8200 mg of 3, 3-dimethyl-1-butanol (76. 6mmol) are injected through the septum adapter using a gas tight syringe. The recorded oxygen uptake rate is 0.016mmol 02/min and the GC analysis after 300min reaction time showed traces of the desired 3, 3-dimethyl-l-butanal. The graphical presentation of this reaction is also shown in the same Figure 01, curve 2, NS1029.

With the rapid development of chemical substances, we look forward to future research findings about 624-95-3.

Reference:
Patent; THE NUTRASWEET COMPANY; WO2005/82825; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2867-59-6, 3-Aminobutan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 2867-59-6, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Add 250.0g of absolute ethanol and 110.5g of 4-hydroxy-2-butanone to a 1L reaction flask. 85.3g of NH3 was passed in at 10 C. The reaction solution was transferred to an autoclave, and 8.0 g of Raney nickel was added.Nitrogen and hydrogen were replaced three times, pressurized to 1.3MPa with hydrogen, the mixture was stirred at 45 C for 20 hours. GC detection of 4-hydroxy-2-butanol was less than 1.0%. The product was filtered and concentrated under reduced pressure at 45 C in a water bath. The concentrated solution was dissolved in toluene and stirred at 110 C. for 4 hours. Water was separated to obtain a lower layer. After concentrating again in a water bath at 50 C, distillation under reduced pressure of -0.9 MPa was performed, and a fraction of 80-120 C was received. The fraction was diluted with 40 g of absolute ethanol, add dropwise to a 500ml reaction bottle containing 85.2g of absolute ethanol and 65.0g of L-mandelic acid. The solution was added dropwise for 1 hour and maintained at a temperature of 55 C, and then reacted at 75 C for 20 minutes. The temperature was slowly lowered for 24 hours to 12 C, a solid was precipitated and filtered to obtain a crude filter cake. Stir the crude product with 250.8 g of isopropanol at 85 C and slowly reduce the temperature to 13 C for 3 hours. Filter again to get a crude filter cake. The above-mentioned operation of beating crystal filtration was repeated three times in total. Drying gave 80.6 g of constant weight white crystals. A 250 ml reaction tank was charged with 60.0 g of methanol, 80.6 g of white crystals, and 56.4 g of a 30% sodium methoxide methanol solution. The reaction was refluxed at 65 C for 17 hours. The temperature was lowered to 3 C and stirred for 30 minutes. Filtration at 3 C and concentration at 37 C were repeated twice to obtain 43.0 g of a colorless liquid. Distillate under reduced pressure at 125 C and receive 80-120 C fractions. Yield: 28.0%, GC: 99.9%, ee value is greater than 99.9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2867-59-6, its application will become more common.

Reference:
Patent; Jiangsu Baoli Chemical Co., Ltd.; Li Yiqing; Li Zhenqi; Li Tianxin; (9 pag.)CN110668958; (2020); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts