Tag: M.W=100-200

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 105-30-6, name is 2-Methylpentan-1-ol, the common compound, a new synthetic route is introduced below. 105-30-6

Example 2 – Bis(2-methylpentyl) Octadecanedioate. [0129] Octadecanedioic acid (ODDA, 5.00 g) was added to a 100-mL three- necked round-bottom flask. A Dean-Stark condenser was attached, followed by the addition of toluene to the ODDA and to the trap. 2-Methylpentyl alcohol (5.90 mL) was added to the ODDA mixture. The flask was immediately purged with nitrogen gas and p-toluenesulfonic acid (0.17 g) was added. The reaction mixture was heated to 1 15 C and the reaction proceeded for 5 hours. Heat was then removed and the reaction mixture was allowed to cool to 60 C, at which point aqueous NaHC03 (saturated) was added to achieve a neutral pH. After vigorous stirring, the organic layer was separated and dried over Na2S04. The dried product was then subjected to a vacuum treatment to remove any residual solvent. A yellow oil was obtained. Analysis by 1H NMR provided the following chemical shifts: (400MHz, CDCIs) delta 0.90-0.85 (m), 1 .10-1 .20 (m), 1 .21 -1 .50 (m), 1 .55-1 .7 (t), 1 .77 (0), 2.30 (t), 3.85 (dd), 3.95 (dd). Anaylsis by 13C NMR provided the following chemical shifts: (400MHz, CDCI3) delta C 173.947; CH 32.366; CH2 69.200, 35.691 , 34.438, 29.701 , 29.684, 29.641 , 29.516, 29.319, 29.220, 25.095, 19.975; CH3 16.885, 14.258.

The synthetic route of 105-30-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELEVANCE RENEWABLE SCIENCES, INC.; PALS, Tessa; COHEN, Steven A.; SNEAD, Thomas E.; BEUHLER, Allyson; HATEGAN, Georgeta; BERTIN, Paul A.; WO2015/142584; (2015); A1;,
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623-04-1, 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 623-04-1 as follows.

Preparation of 4-((tert-butyldimethyIsilyloxy)methyI)aniline; To a solution of (4-aminophenyl)methanol (3 g, 24.36 mmol) in DMF (85 mL) was added DMAP (0.982 g, 8.04 mmol) and triethylamine (4.07 mL, 29.2 mmol). Tertbutylchloro- dimethylsilane (4.04 g, 26.8 mmol) was added. The reaction mixture was stirred at ambient temperature overnight. The reaction mixture was filtered to remove the salt. The filtrate was concentrated to afford 7.9 g of a red solid, which was dissolved in EtOAc (200 mL), washed with water (100 mL), saturated ammonium chloride (2 x 50 mL), water (2 x 50 mL) and brine (50 mL), the organic layer was dried over Na2SO4. Filtration and concentration afforded 4- ((tertbutyldimethylsilyloxy)methyl)aniline (5.66 g, 23.84 mmol, 98% yield) as a red oil. LCMS (Table 1, Method a) R, = 3.10 min, m/z 238.19 (M+H)+; 1H NMR (400 MHz, DMSO-d6) delta ppm 6.94 (d, 2H), 6.51 (d, 2H), 4.95 (s, 2H), 4.49 (s, 2H), 0.87 (s, 9H), 0.03 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/11850; (2009); A2;,
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105-30-6, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.105-30-6, name is 2-Methylpentan-1-ol, molecular formula is C6H14O, molecular weight is 102.18, as common compound, the synthetic route is as follows.

General procedure: Isonicotinic acid (1a) or nicotinic acid (1b, 3.08 g, 0.025 mol) and thionyl chloride (20.5 g, 0.17mol, 12.5mL) were stirred at reflux for 2 h (the end of SO2 evolution). Excess of thionyl chloride was distilled off under normal pressure, and then under reduced pressure. To the residue (white precipitate) methylene chloride (50mL) was added. The solution of the appropriate 2-metylalkyl alcohol (0.025mol) in methylene chloride (10 mL) was added dropwise. The reaction was stirred for 2 h at reflux to complete the evolution of hydrogen chloride. The reaction mixture was adjusted to pH 12 with aqueous potassium carbonate. After layers were separated, the organic layer was dried over anhydrous calcium chloride. Evaporation of the solvent gave a crude product. Purity of 4a, 4b, 5a, 5b was satisfactory (TLC). 4c, 4d, 5c, 5d were purified by column chromatography.

Statistics shows that 105-30-6 is playing an increasingly important role. we look forward to future research findings about 2-Methylpentan-1-ol.

Reference:
Article; Huras, Bogumi?a; Zakrzewski, Jerzy; Krawczyk, Maria; Bombi?ska, Danuta; Cieniecka-Ros?onkiewicz, Anna; Michalczyk, Alicja; Medicinal Chemistry Research; vol. 26; 3; (2017); p. 509 – 517;,
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2050-25-1, Adding a certain compound to certain chemical reactions, such as: 2050-25-1, 2-(2-(Benzyloxy)ethoxy)ethanol, 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, 2050-25-1, blongs to alcohols-buliding-blocks compound.

Step A; 2-[2-(2-Benzyloxyethoxy)ethoxy]benzonitrile; [Show Image] [Show Image] 2-Hydroxybenzonitrile (300 mg, 2.52 mmol), di(ethylene glycol) benzyl ether (593 mg, 3.02 mmol), and 1,1′-azobis(N,N-dimethylformamide) (867 mg, 5.04 mmol) were dissolved in toluene (15 ml). Thereafter, tri-n-butylphosphine (1.26 ml, 5.04 mmol) was added at 20C to the obtained solution, and the obtained mixture was stirred at the same above temperature for 2 hours. The generated precipitate was filtrated, and the filtrate was then diluted with ethyl acetate (20 ml). The ethyl acetate solution was washed with water twice, and then with a saturated saline solution once. The resultant was dried over anhydrous sodium sulfate, and was then concentrated under reduced pressure. The obtained pale brown oil product was purified by silica gel column chromatography (dichloromethane), so as to obtain 2-[2-(2-benzyloxyethoxy)ethoxy]benzonitrile (529 mg, 71%) in the form of a colorless oil product. 1H-NMR (400MHz, CDCl3) delta (ppm): 3.65-3.67 (2H, m), 3.79-3.81 (2H, m), 3.93 (2H, t, J=5.0Hz), 4.24 (2H, t, J=5.0Hz), 4.57 (2H, s), 6.88 (1H, d, J=7.5Hz), 6.99 (1H, t, J=7.5Hz), 7.26-7.35 (5H, m), 7.49 (1H, t, J=7.5Hz), 7.54 (1H, d, J=7.5Hz) ESI (LC-MS positive mode) m/z 298 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2050-25-1, its application will become more common.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1854792; (2007); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows. 626-18-6

To a stirred solution of 1,3-phenylenedimethanol (1.0 g, 7.2 mmol) and imidazole (0.74 g, 11 mmol) in DMF (36 mL) at 0C was added TBDPS-Cl (2.0 mL, 7.6 mmol). After 30 min, the reaction mixture was allowed to warm to rt and stirred for 18h. The mixture was diluted with Et2O, washed with water (4X), then brine, dried over Na2SO4, filtered and concentrated. The crude product was purified by flash chromatography to give 9A (1.2 g, 44 %).1H NMR (500MHz, CDCl3) delta 7.72 (dd, J=8.0, 1.4 Hz, 4H), 7.45 (d, J=7.4 Hz, 2H), 7.43 – 7.37 (m, 4H), 7.34 (d, J=11.8 Hz, 3H), 7.29 (s, 2H), 4.81 (s, 2H), 4.71 (d, J=5.8 Hz, 2H), 1.59 (d, J=11.8 Hz, 1H), 1.13 (s, 9H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 626-18-6, 1,3-Benzenedimethanol.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMALLHEER, Joanne M.; KICK, Ellen K.; VALENTE, Meriah Neissel; HU, Carol Hui; HALPERN, Oz Scott; JUSUF, Sutjano; (133 pag.)WO2018/5336; (2018); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below., 558-42-9

[0309] To a solution of 7-chloro-6-fluoro-lH-pyrazolo[4,3-b]pyridine (300 mg, 1.749 mmol) in DMF (5 mL) was added Cs2C03 (855 mg, 2.62 mmol) and 1 -chloro-2-methylpropan-2-ol (209 mg, 1.924 mmol) and the mixture was heated at 110 ¡ãC for 2 hours. Water (20 mL) was then added and the mixture was extracted with EtOAc (2 x 50 mL). The combined organic layers were dried over Na2S04, filtered, and evaporated to give l-(7-chloro-6-fluoro-2H- pyrazolo[4,3-b]pyridin-2-yl)-2-methylpropan-2-ol and l-(7-chloro-6-fluoro-lH- pyrazolo[4,3-b]pyridin-l-yl)-2-methylpropan-2-ol which were used i without further purification. MS [M+H] found 244.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KWOK, Lily; LARSON, John David; SABAT, Mark; WO2011/146287; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 623-04-1, (4-Aminophenyl)methanol, 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, 623-04-1, blongs to alcohols-buliding-blocks compound. 623-04-1

a tert-Butyl N-(4-(hydroxymethyl)phenyl)carbamate (4-Aminophenyl)methanol (1.23 g, 10 mmol) and diisopropylethylamine (2.6 mL, 15 mmol) was mixed with di-tert-butyl dicarbonate (2.62 g, 12 mmol) in dichloromethane (50 mL). The mixture was stirred at room temperature overnight. Ethyl acetate was added and the organic layer was washed with water, 1.0N HCl, saturated sodium carbonate, water, brine, dried over MgSO4, filtered and evaporated. The crude product was purified by flash column chromatography with Ethyl acetate/heptane (2:3) to give tert-butyl N-(4-(hydroxymethyl)phenyl)carbamate (2.16 g, 9.67 mmol). 1H NMR (CDCl-d) delta1.52 (s, 9H), 4.63 (s, 2H), 6.47 (bs, 1H), 7.30 (d, 8.5 Hz, 2H), 7.36 (d, 8.5 Hz,2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Patent; Hirst, Gavin C.; Calderwood, David; Munschauer, Rainer; Arnold, Lee D.; Johnston, David N.; Rafferty, Paul; US2003/153752; (2003); A1;,
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558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

To a solution of 4-hydroxy-3,5-dimethylbenzonitrile (2.00 g, 13.5 mmol) and 1-chloro-2-methyl propan-2-ol (8.85 g, 81.5 mmol) in ethanol (50 mL) was added potassium carbonate (7.5 g, 54 mmol) and water (5 mL). The reaction mixture was stirred at reflux for 24 h and cooled to room temperature. The precipitated solid was filtered off and washed with water. The solid was dissolved in ethyl acetate (100 mL), washed with water (50 mL), brine (50 mL), and dried over anhydrous Na2SO4. Removal of solvent gave 4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile (2.9 g, 97percent) as a white solid.

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. 558-42-9, 1-Chloro-2-methyl-2-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter Ronald; US2013/281397; (2013); A1;,
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95-12-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 95-12-5, name is Bicyclo[2.2.1]hept-5-en-2-ylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2; Synthesis of Norbornene Monomers Containing Olefin Side Chain (NBMOAC); The procedure for synthesizing norbornene monomers containing olefin side chain was as following scheme: Norbornene methylene alcohol (11.2 g, 0.1 mol) and little hydroquinone were dissolved in 20 ml of tetrahydrofuran in a two-mouth bottle. The mixture of methylacrylethoxy isocyanate (15.0 g, 0.1 mol excess) and tetrahydrofuran (15 ml) were dropwise added into the solution with a funnel at rate of 1 drop/sec. The mixture was heated to reflux with stirring at 50 C. for 6 h. Small amount of methanol was then added to react with rest methylacrylethoxy isocyanate and the solution became transparent. Solvent was then removed by rotational evaporation to give pale white liquid. A white solid formed from said pale white liquid after a period of time without any disturbance.After comparison of practical atom analysis and theoretical distribution we found that the theoretical distribution of monomer norbornene containing olefin end (C15H21O4N) was C=64.52%, H=7.52%, N=5.02%; while the practical analysis was C=64.07%, H=7.50%, N=4.98%.The NMR spectrum of monomer norbornene containing olefin end was as following: 1H NMR(CDCl3): delta (ppm)=0.44-0.46(Hn3n), 1.06-1.08(Hx3x), 1.14-1.16(Hn7a), 1.22-1.24(H3), 1.33-1.35(Hn7s), 1.59(Hx2n), 1.70-1.74(Hn3x), 1.83-1.89(H10), 2.27(Hn2x), 2.60(Hx4), 2.70-2.71(Hn4, Hx1), 2.76(Hn1), 3.39-3.40(Hn8), 3.51-3.55(H12), 3.73-3.77(H13), 4.11-4.15(Hx8), 5.50, 5.85(H11, CC), 5.98(Hn6), 6.01(Hx6,Hx5), 6.04(Hn5). 13C NMR(CDCl3): delta (ppm)=18.53(C10), 29.20(Cn3), 29.78(Cx3), 38.46(Cx2), 39.59(Cn2), 40.39(C12), 41.88(C13), 42.50(Cx1,Cn4), 43.90, 44.16(Cx4, Cn1), 45.25(Cx7), 49.66(Cn7), 64.01(Cn8), 68.69(Cx8), 126.20(C11), 132.50(Cn6), 136.46-136.51(Cx5,Cx6), 137.21(Cn5) 137.77(C14), 157.09(C15), 167.57(C16).IR analysis for monomer norbornene with olefin end was as following:3360(upsilonN-H), 3050(upsilonC-H), 2960(upsilonC-H), 1715(upsilonCO), 1640(upsilonCC), 1540(upsilonC-H), 1300(upsilonC-O).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 95-12-5, Bicyclo[2.2.1]hept-5-en-2-ylmethanol.

Reference:
Patent; National Taiwan University of Science & Technology; US7132565; (2006); B2;,
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597-31-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, molecular weight is 102.1317, as common compound, the synthetic route is as follows.

The hydrogenation feed as described in example 1 was used.Catalyst UsedThe catalyst from example 1 was used.HydrogenationThe hydrogenation input was passed in the downflow mode at an H2 pressure of 37 bar through the reactor which was heated to 105 C. The WHSV was 0.32 kg of HPA/(kgcat*h). From 0 to 17% by weight (based on the hydrogenation feed) of a 50% strength by weight aqueous solution of trimethylamine were added to this mixture in order to set a pH of the hydrogenation output of greater than 8 (hydrogen/hydroxypivalaldehyde molar ratio: about 1.5). Part of the hydrogenation output was mixed back into the input (recycle mode). The ratio of recycle to input was 16:1. A mean conversion of 88.1% at a mean pH of 8.4 were achieved over a number of days.

Statistics shows that 597-31-9 is playing an increasingly important role. we look forward to future research findings about 3-Hydroxy-2,2-dimethylpropanal.

Reference:
Patent; BASF Aktiengesellschaft; US2007/282135; (2007); A1;,
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