Month: March 2022

Adding a certain compound to certain chemical reactions, such as: 59012-91-8, 4-(Hydroxymethyl)phenyl pivalate, 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, 59012-91-8, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

[01561] A suspension of 2-methyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole (1 mmole) in thionyl chloride (5 mL) was warmed at reflux for 4 h. The cooled reaction mixture was evaporated to dryness and the resulting yellow residue was dissolved in methylene chloride and treated with a solution of the corresponding benzyl alcohol (4 mmole) and pyridine (2.5 mmole) in methylene chloride. After stirring at 25 C. for 24 h the reaction mixture was subjected to extraction and chromatography to give the titled compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59012-91-8, its application will become more common.

Reference:
Patent; Metabasis Therapeutics, Inc.; US6756360; (2004); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 38584-37-1, 3-(Hydroxymethyl)adamantan-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, Safety of 3-(Hydroxymethyl)adamantan-1-ol, blongs to alcohols-buliding-blocks compound. Safety of 3-(Hydroxymethyl)adamantan-1-ol

(2) 1.0 Part of 1,1′-carbonyldiimidazol was added to a mixture of 1.9 parts of sodium difluorosulfoacetate (purity: 62.7%) and 9.5 parts of N,N-dimethylformamide, and the added mixture was stirred for 2 hours to obtain solution (referred to as solution A). 0.2 Part of sodium hydride was added to a mixture of 1.1 parts of 3-hydroxyadamantylmethanol and 5.5 parts of N,N-dimethylfomamide, and the added mixture was stirred for 2 hours to obtain solution (referred to as solution B). The solution A was added to the solution B, and the mixture was stirred for 15 hours to obtain sodium salt of 3-hydroxy-1-adamantylmethyl difluorosulfoacetate solution. The sodium salt of 3-hydroxy-1-adamantylmethyl difluorosulfoacetate solution was used for the next step without further separation or purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38584-37-1, 3-(Hydroxymethyl)adamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Company, Limited; US2006/194982; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 558-43-0, 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 558-43-0, name is 2-Methylpropane-1,2-diol. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 (not in Accordance with the Present Invention) Synthesis of the 2-hydroxy-2-methylpropyl Acrylate Precursor Under inert gas, triethylamine (66.8 g, 91.5 mL, 0.66 mol, 1.2 eq.) and 2-methylpropane-1,2-diol (49.6 g, 0.55 mol, 1 eq.) are initially charged in 300 mL of dichloromethane and cooled to 0 C. with an ice bath. A solution of 200 mL of dichloromethane and acryloyl chloride (49.8 g, 44.5 mL, 0.55 mol, 1 eq.) is added dropwise at room temperature via a dropping funnel in the course of an hour. A colorless precipitate was gradually formed in the course of the dropwise addition. The reaction solution was warmed to room temperature overnight and then the resultant precipitate was filtered off. The reaction solution was washed twice with 100 mL of water each time and dried over MgSO4. Then, the solvent was removed in a rotary evaporator and the crude product was distilled in vacuo. Boiling point 43-44 C./7.7-8.4 10-1 mbar. This gave 50.7 g (71%) of the pure product as a colorless clear liquid, storage at 7 C., stabilized with 4-methoxyphenol. 1H NMR (CDCl3): delta=1.21 (s, 6H, CH3), 2.30 (br s, 1H, OH), 3.99 (s, 2H, CH2), 5.81 (dd, 3JH,H=10.5 Hz, 1.5 Hz, 1H) 6.12 (dd, 3JH,H=10.5 Hz, 1.7 Hz, 1H), 6.39 ppm (dd, 3JH,H=1.5 Hz, 17 Hz, 1H). 13C NMR (CDCl3): delta=26.05 (2C, CH3), 69.72 (1C, COH), 72.01 (1C, CH2), 127.99 (1C, HC?CH2), 131.19 (1C, HC?CH2), 166.08 ppm (1C, ROC?O).

According to the analysis of related databases, 558-43-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wacker Chemie AG; FRITZ-LANGHALS, Elke; (7 pag.)US2018/201633; (2018); 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 57371-44-5, name is 3-(4-(Benzyloxy)-3-methoxyphenyl)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 57371-44-5

To a solution ofpyridinium chlorochromate (2.4 g, 11.03 mmol) in dichloromethane (20 mL), O-protectedalcohol 3 (3.0 g, 11.03 mmol) in dichloromethane (20 mL) was added dropwiseusing pressure equalizing additional funnel with constant stirring (magnetic spin bar).The reaction mixture was then heated at reflux. After the completion of the reaction (1 hr)as monitored by tlc for disappearance of O-protected alcohol 3 (eluent: petroleum ether60-80C and EtOAc in 6:4 ratio, Rf D 0.3), silica gel (5 g, 200-400 mesh) was added tothe mixture and dichloromethane was evaporated under vacuum to afford a crude productadsorbed on the gel. It was purified by column chromatography over silica gel (100-200 mesh) using petroleum ether (60-80C) and EtOAc mixtures (95:5 to 80:20) as eluent.The pure product (2.52 g, 85%) was obtained as a white powder, mp. 64-66C; lit.3664-65C; 1H NMR (500 MHz, CDCl3): d 9.84 (s, 1H), 7.45 (d, 2H, J D 7.5), 7.38 (t, 2H,J D 7.4), 7.31 (t, 2H, J D 7.3), 5.14 (s, 2H), 3.90 (s, 3H), 2.91 (t, 2H, J D 7.5), 2.77 (t,2H, J D 7.4); 13C NMR (125 MHz, CDCl3): d 201.4, 149.47, 146.44, 137.01, 133.31,128.20, 127.47, 126.96, 119.83, 114.17, 112.03, 70.93, 55.72, 45.12, 27.46; Mass (ESI) :[MCCNa] for C17H18O3Na, Calcd: 293.1154. Found: 293.0597.Anal. Calcd for C17H18O3: C, 75.53; H, 6.71. Found: C, 75.59; H, 6.72.

With the rapid development of chemical substances, we look forward to future research findings about 57371-44-5.

Reference:
Article; Kumar, N. Vijendra; Kumar, S. C. Santosh; Srinivas; Bettadaiah; Organic Preparations and Procedures International; vol. 47; 6; (2015); p. 443 – 448;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 626-95-9, 1,4-Pentanediol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

To a solution of (rac)-pentane-l,4-diol (5.00 g) in DMF (53 mL) at 0 C was sequentially added imidazole (3.92 g) and feri-butyl(chloro)diphenylsilane (12 mL) and the mixture was stirred at room temperature for 22 h. The reaction was stopped by the addition of water and the mixture was extracted with hexanes. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried and concentrated to yield the title compound (12.9 g). NMR (400 MHz, DMSO-i/6, 295 K) delta/ppm = 0.97 – 1.04 (m, 12H), 1.31 – 1.43 (m, 2H), 1.46 – 1.66 (m, 2H), 3.51 – 3.60 (m, 1H), 3.60 – 3.67 (m, 2H), 4.31 – 4.38 (m, 1H), 7.40 – 7.48 (m, 6H), 7.58 – 7.64 (m, 4H).

The synthetic route of 626-95-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; LUeCKING, Ulrich; HOG, Daniel; CHRIST, Clara; SACK, Ulrike; SIEGEL, Franziska; LIENAU, Philip; WERBECK, Nicolas; (170 pag.)WO2018/177889; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 6214-45-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 6214-45-5 as follows.

Example 45{6-[(4-Butoxybenzyl)(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid(Exemplary compound No. 899)45-(a): Ethyl {6-[(4-Butoxybenzyl)(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetateTo 2.5 ml of a tetrahydrofuran solution containing 158 mg (0.451 mmol) of ({6-[(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-yl}amino)ethyl acetate obtained in Reference example 34 were added 89.2 mg (0.495 mmol) of 4-butoxybenzyl alcohol, 169 mul (0.677 mmol) of tri-n-butylphosphine and 116 mg (0.674 mmol) of N,N,N’,N’-tetramethylazodicarboxamide, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was applied to silica gel column chromatography (eluent; n-hexane:ethyl acetate=9:1?1:4 (V/V)), and the fractions containing the objective material were concentrated under reduced pressure to obtain 212 mg of the title compound as colorless oily product. (Yield: 92%)Mass Spectrum (FAB, m/z): 513 (M++1).1H-NMR Spectrum (CDCl3, delta ppm): 8.60 (ddd, J=4.8, 1.7, 1.0 Hz, 1H), 7.81 (ddd, J=7.8, 1.3, 1.0 Hz, 1H), 7.74 (ddd, J=7.8, 7.6, 1.7 Hz, 1H), 7.37 (ddd, J=7.6, 4.8, 1.3 Hz, 1H), 7.23 (dd, J=8.3, 7.2 Hz, 1H), 7.20-7.16 (m, 2H), 6.79-6.73 (m, 2H), 6.49 (d, J=7.2 Hz, 1H), 6.22 (d, J=8.3 Hz, 1H), 4.71-4.65 (m, 1H), 4.68 (s, 2H), 4.36 (s, 2H), 4.23 (q, J=7.1 Hz, 2H), 3.96 (d, J=5.6 Hz, 2H), 3.92 (t, J=6.5 Hz, 2H), 1.80-1.69 (m, 2H), 1.54-1.42 (m, 2H), 1.29 (t, J=7.1 Hz, 3H), 0.97 (t, J=7.4 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6214-45-5, its application will become more common.

Reference:
Patent; UBE INDUSTRIES, LTD.; US2012/259123; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 144284-25-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 144284-25-3 as follows.

4.2 2,4,5-Trifluorobenzyliodide 3 2,4,5-Trifluorobenzylalcohol (2.26 g, 14 mmol) was dissolved in dry 1,4-dioxane (30 mL) and to that BF3·Et2O (1.98 g, 14 mmol) and KI (2.32 g, 14 mmol) were added and the resulting mixture was stirred for 48 h at room temperature. The reaction mixture was poured into cold water and extracted with diethyl ether. The combined organic layer was washed with water, brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography eluting with 10% ethyl acetate in hexane to give 3 (3.35 g, 88%) as a brown liquid. 1H NMR (400 MHz, CDCl3) delta 4.34 (s, 2H), 6.93-6.86 (m, 1H), 7.21-7.14 (m, 1H); 13C NMR (100 MHz, CDCl3) delta -5.78, 106.0, 106.2, 106.2, 106.4, 118.3, 118.5, 123.1, 145.7, 148.1, 148.7, 151.2, 154.2, 156.6.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,144284-25-3, its application will become more common.

Reference:
Article; Subbaiah; Haq, Wahajul; Tetrahedron Asymmetry; vol. 25; 13-14; (2014); p. 1026 – 1030;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 72995-94-9 ,Some common heterocyclic compound, 72995-94-9, molecular formula is C14H29BrO, 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.

14-Bromo-1-tetradecanol (10.00 g, 34.1 mmol) was dissolved in 6 dichloromethane (34.1 mL), and 7 imidazole (5.11 g, 75.0 mmol) was added to the solution. 8 TIPSCl (7.95 mL, 37.5 mmol) was dropwise added to the mixture, followed by stirring at room temperature for 3 hours. The reaction solution was concentrated under reduced pressure, and the resulting residue was dissolved in 11 heptane (136 mL), followed by liquid-liquid extraction with water (34 mL) once, 1 N 9 hydrochloric acid (34 mL) once, 10 water (34 mL) twice, and 39 acetonitrile (34 mL) once. Heptane (34 mL) was added to the resulting heptane layer, followed by liquid-liquid extraction with acetonitrile (34 mL). The liquid-liquid extraction with heptane and acetonitrile was further repeated once, and the heptane layer was then concentrated under reduced pressure to obtain 92 Br-(CH2)14-O-TIPS (15.41 g). (0161) 1H-NMR (400 MHz, CDCl3) delta 1.04-1.08 (m, 21H), 1.24-1.38 (m, 18H), 1.42 (quin., 2H), 1.53 (quin., 2H), 1.85 (quin., 2H), 3.40 (t, 2H), 3.67 (t, 2H)

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. 72995-94-9, 14-Bromotetradecan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SEKISUI MEDICAL CO., LTD.; YANO, Shinya; WAKASUGI, Yuki; IWANAGA, Yosuke; (32 pag.)US2019/23726; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 55977-10-1 , The common heterocyclic compound, 55977-10-1, name is 3-Bromo-7-hydroxy-4-methylchromen-2-one, molecular formula is C10H7BrO3, 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.

A oven dried sealable flask was charged with anhydrous potassium carbonate (9.509 g, 68.8 mmol, 3.0 equiv.), 2-chlorophenylboronic acid (5.380 g, 34.4 mmol, 1.5 equiv.) and tetrakis-triphenylphosphine palladium (0) (1.325 g, 1.1 mmol, 0.1 equiv., 10 mol %) and 100 mL of toluene:EtOH (2:1) and stirred for 5 min at RT. 3-Bromo-7-hydroxy-4-methyl-2H-chromen-2-one (5.850 g, 22.9 mmol, 1.0 equiv.), commercially available, was added and the mixture was heated at 90 C. under nitrogen overnight. The reaction was cooled to ambient temperature and diluted with EA and water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The resulting residue was dissolved in DCM and loaded to a silica gel column (120 g, 30% EA/Hex, then 1% MeOH/DCM) to give a light brown material which was triturated with MeOH to afford the title compound (3.30 g, 50.2%) as an off-white solid. 1H NMR (300 MHz, CDCl3), delta 10.62 (s, 1H), 7.71 (d, J=9.0 Hz, 1H), 7.60-7.57 (m, 1H), 7.46-7.35 (m, 3H), 6.86 (dd, J=9.0, 2.4 Hz, 1H), 6.78 (d, J=1.8 Hz, 1H), 2.12 (s, 3H).

The synthetic route of 55977-10-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; KUSHNER, Peter J.; MYLES, David C.; HARMON, Cyrus L.; HODGES GALLAGHER, Leslie Carol; (61 pag.)US2016/311805; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 6214-45-5, Adding some certain compound to certain chemical reactions, such as: 6214-45-5, name is (4-Butoxyphenyl)methanol,molecular formula is C11H16O2, 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 6214-45-5.

Under nitrogen atmosphere, to a stirred mixture of commercially available (4-butoxyphenyl)-methanol (0.30 g, 1.66 mmol) in dry CH2C12 (8.0 mL), DMAP (0.020 g, 0.17 mmol) and 2-DPC (0.43 g, 1.99 mmol) were added. The reaction mixture was left at r.t. for 16 h, then diluted with CH2C12 (50 mL) and sequentially washed with sat. NH4C1 solution (50 mL), sat. NaHCO3 solution (3 x 50 mL) and brine (50 mL). The organic layer was dried over Na2504, filtered and concentrated to dryness to afford an oily product (0.423 g), as a mixture (1.7:1 ratio)of (4-butoxyphenyl)-methyl-2-pyridyl carbonate and (4-butoxyphenyl)-methyl-2-oxopyridine- 1- carboxylate. The mixture of isomers was not separated and used in the next step without any further purification. R = 2.61 mm; MS (ESI) m/z: 340 [M-K].

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. 6214-45-5, (4-Butoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; PIOMELLI, Daniele; BANDIERA, Tiziano; BERTOZZI, Fabio; NUZZI, Andrea; FIASELLA, Annalisa; PONZANO, Stefano; PAGLIUCA, Chiara; REGGIANI, Angelo Mario; WO2014/144836; (2014); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts