Esters-buliding-blocks

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. 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 37746-78-4

The compound of formula 7-4 (3.0 g, 8.7 mmol, 1 eq) was dissolved in acetonitrile,Ethyl bromocrotonate (1.86 g, 9.6 mmol, 1.1 eq) and potassium carbonate (2.42 g, 17.5 mmol, 2 eq) were added. After the addition, the temperature was raised to 85 C. and the reaction was continued overnight.After the completion of the reaction by thin layer chromatography, the mixture was filtered and spin-dried. Ethyl acetate and water were dissolved and diluted. The layers were separated, and the aqueous phase was extracted with ethyl acetate. The organic phase was combined.After washing with saturated saline, it was dried over anhydrous sodium sulfate, filtered, and spin-dried to obtain 3.94 g of a brown oil (compound of formula 7-5) in 98% yield.

The synthetic route of 37746-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Yangfan Pharmaceutical Technology Co., Ltd.; Chen Youxi; Gao Fei; He Lidong; (80 pag.)CN104109143; (2018); B;,
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A common heterocyclic compound, 154825-97-5, name is Methyl 2-(4-bromophenyl)-2,2-dimethylacetate, molecular formula is C11H13BrO2, 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. 154825-97-5.

EXAMPLE 12; 4 -R (1S)-1-[[(1S)-1-[[(1-cyanocyclopropyl)amino]carbonyl]-3-fluoro-3-methylbutyl]amino]-2,2,2- TRIFLUOROETHYLL-A, CT-DIMETHYL- (1, 1 -BI HENVLL-4-ACETIC acid; STEP 1 : 2- (4-BROMOPHENYL)-2-METHYLPROPANOIC acid; To a 0 C solution of diisopropylamine (1.52 mL) in THF (50 mL) was slowly added butyllithium (4.3 mL). The reaction mixture was stirred at 0 C for 15 minutes. It was cooled to-78 C and a solution of methyl 2- (4-bromophenyl) propanoate from Example 11 Step 2 (2.4 g) in THF (25 ML) was slowly added. The mixture was stirred at-78 C for 30 minutes. Then a solution of iodomethane (2.5 mL) in THF (25 mL) was added dropwise and the mixture was stirred at-78 C for 30 minutes then warmed up slowly to room temperature and stirred for 1 HOUR. H NMR showed 50% conversion. The reaction mixture was cooled to 0 C and 20 mL of potassium t-butoxid (1.0 M in THF) was added dropwise. The mixture was stirred at 0 C for 30 minutes, warmed up to room temperature and stirred for 1 hour. The reaction mixture was poured into ice (50 g) and saturated aqueous ammonium chloride (100 mL), extracted with ethyl acetate (3 x 100 mL). The combined extracts were washed with brine, dried with magnesium sulfate and the solvent removed in vacuo to yield a residue which was diluted with THF (30 ML) and methyl alcohol (15 mL). The solution was cooled to 0 C and 20 mL of lithium hydroxide (1.0 N) was added. The mixture was stirred at room temperature for 3 hours. Then the reaction mixture was poured into ice and 1N HC1 and extracted with dichloromethane (2 x 100 mL). The combined extracts were washed with brine, dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by swish using diethyl ether and hexanes to yield the title compound. ‘H NMR (CD3COCD3) 8 10.85 (1H, bs), 7.53 (2H, d), 7.48 (2H, d), 1.50 (6H, s).

The synthetic route of Methyl 2-(4-bromophenyl)-2,2-dimethylacetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA & CO.; WO2005/19161; (2005); A1;,
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These common heterocyclic compound, 609-12-1, name is Ethyl 2-bromo-3-methylbutanoate, 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. 609-12-1

A) ethyl 2-(3-cyano-4-methoxy-2-oxopyridin-1(2H)-yl)-3-methylbutanoate (0774) A mixture of 4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile (5.0 g), ethyl 2-bromo-3-methylbutanoate (10.4 g), cesium carbonate (32.6 g) and N,N-dimethylformamide (75 mL) was stirred at 50C overnight. The reaction mixture was added to water, and the mixture was extracted twice with ethyl acetate. The extracts were combined, washed with water and then saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (6.11 g). MS (ESI+): [M+H]+ 279.2.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 609-12-1.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YOSHIDA, Masato; NAGAMIYA, Hiroyuki; OHBA, Yusuke; SETO, Masaki; YOGO, Takatoshi; SASAKI, Satoshi; TOKUNAGA, Norihito; ASO, Kazuyoshi; (298 pag.)EP2980089; (2016); A1;,
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33993-24-7, The chemical industry reduces the impact on the environment during synthesis 33993-24-7, name is Cyclopropanecarboxylic anhydride, I believe this compound will play a more active role in future production and life.

To a suspension of Compound Int-28d (0.51 g, 1.87 mmol) in CH2C12 (3 mL) was added cyclopropyl anhydride (2 mL). The resulting reaction was allowed to stir at room temperature for 2 hours, then a solution of 4M HC1 in dioxane ( 3 mL) was added and the reaction was allowed to stir at room temperature for 2 hours. The reaction mixture was then filtered and the collected solid was washed with hexane and dried under vacuum to provide Compound Int-29a (590 mg). MS (ESI) m / e (M+H+): 323.

The chemical industry reduces the impact on the environment during synthesis Cyclopropanecarboxylic anhydride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph, A; ROSENBLUM, Stuart, B; COBURN, Craig, A; SHANKAR, Bandarpalle, B; ANILKUMAR, G, Nair; CHEN, Lei; DWYER, Michael, P; JIANG, Yueheng; KEERTIKAR, Kartik, M; LAVEY, Brian, J; SELYUTIN, Oleg, B; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; WO2012/40923; (2012); A1;,
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Adding some certain compound to certain chemical reactions, such as: 3196-15-4, name is Methyl 2-bromobutyrate, 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 3196-15-4. 3196-15-4

[1014] Step 3: methyl 3-(1-methoxy-1-oxobutan-2-yl)-2-(4-methylbenzoylimino)-2,3-dihydrobenzo[d]thiazol-6-carboxylate[1015] To the mixture of methyl 2-(4-methylbenzamido)benzo[d]thiazol-6-carboxylate and 2-(4-methylbenzamido)benzo[d]thiazol-6-carboxylic acid (100 mg, 0.32 mmol) prepared in Step 2 in dimethylformamide (1.5 mL) were added potassium carbonate (133 mg, 0.96 mmol) and methyl 2-bromobutyrate (55 uL, 0.48 mmol). The reaction mixture was refluxed under stirring at 80 ? overnight. The reaction mixture was quenched with water and then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered, and then evaporated. The residue was purified with preparative thin layer chromatography (n-hexane/ethyl acetate = 4/1) to give 50 mg of the titled compound as a white solid (Yield: 37%).[1016] 1H NMR (DMSO-d 6 , 400 MHz) delta 8.61(s, 1H), 8.12(d, 1H), 8.06(d, 2H), 7.93(d, 1H), 7.34(d, 2H), 5.90(m, 1H), 3.90(s, 3H), 3.59(s, 3H), 2.40-2.50(m, 5H), 0.77(t, 3H)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Methyl 2-bromobutyrate.

Reference:
Patent; YUHAN CORPORATION; HUR, Youn; KIM, Dong-Hyun; KIM, Eun-Kyung; PARK, Jin-Hwi; JOO, Jae-Eun; KANG, Ho-Woong; OH, Se-Woong; KIM, Dong-Kyun; AHN, Kyoung-Kyu; WO2013/43001; (2013); A1;,
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Ester – an overview | ScienceDirect Topics

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. 443-26-5, name is Ethyl 2-fluorobenzoate, A new synthetic method of this compound is introduced below., 443-26-5

General procedure: The substituted ethyl benzoates (16-30) (0.01 mol)dissolved in dry ethanol (25 mL), hydrazine hydrate (99%,0.01 mol) was added and the mixture was reuxed for 6 h.The reaction mixture was cooled and the solid obtained wasltered and recrystallized from dilute ethanol or from water.Details of these compounds are available in SupplementaryInformation.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Kerzare, Deweshri; Chikhale, Rupesh; Bansode, Ratnadeep; Amnerkar, Nikhil; Karodia, Nazira; Paradkar, Anant; Khedekar, Pramod; Journal of the Brazilian Chemical Society; vol. 27; 11; (2016); p. 1998 – 2010;,
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Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 541-16-2, name is Di-tert-Butyl malonate, molecular formula is C11H20O4, 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. 541-16-2.

To a suspension of benzyltriethylamrnonium chloride (21.0 g, 92.2 mmol) in a 50% aqueous NaOH solution (92.4 g in 185 mL H2O) was added 1,2-dibromobutane (30.0 g, 138.9 mmol) and di-tert-butylmalonate (20.0 g, 92.5 mmol). The reaction mixture was vigorously stirred 18 h at rt, a mixture of ice and water was then added. The crude product was extracted with CH2Cl2 (3¡Á) and sequentially washed with water (3¡Á), brine and the organic extracts combined. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The resulting residue was flash chromatographed (100 g SiO2, 3% Et2O in hexane) to afford the titled product (18.3 g, 67.8 mmol, 73% yield) which was used directly in the next reaction.

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

Reference:
Patent; Tu, Yong; Scola, Paul Michael; Good, Andrew Charles; Campbell, Jeffrey Allen; US2005/143316; (2005); A1;,
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Ester – an overview | ScienceDirect Topics

178312-47-5, name is Ethyl 4,4-difluorocyclohexanecarboxylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 178312-47-5

To a reaction mixture of 4,4-difluorocyclohexanecarboxylic acid ethyl ester (7.1 g, 37 mmol) in THF (50 mL) cooled to 0 C. was added dropwise 2.0 M lithium tetrahydroaluminate in THF (18.5 mL) over 10 min. The reaction mixture was stirred at 0 C. for 1 h. Water (5 mL) was added dropwise, followed by 1.0N NaOH (5 mL). The reaction mixture was filtered through Celite, THF was evaporated, and the resulting aqueous solution was diluted with brine (50 mL) and extracted with ethyl acetate (50 mL). The organic layer was collected, dried over anhydrous sodium sulfate, filtered, and concentrated to give the title compound as a clear oil (5.6 g) which was used without further purification.

Statistics shows that 178312-47-5 is playing an increasingly important role. we look forward to future research findings about Ethyl 4,4-difluorocyclohexanecarboxylate.

Reference:
Patent; Saito, Daisuke Roland; Long, Daniel D.; Van Dyke, Priscilla; Church, Timothy J.; Jlang, Lan; Frieman, Bryan; US2009/62333; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

10601-80-6, 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. 10601-80-6, name is Ethyl 3,3-diethoxypropionate, This compound has unique chemical properties. The synthetic route is as follows.

Example 25 Preparation of 3,3-diethoxypropanoic acid Ref. . To a 250 mL round-bottomed flask with magnetic stirring that contained ethyl 3,3-diethoxypropanoate (20.0 g, 102.0 mmol, colourless oil, 97 %), a previously prepared solution of NaOH (5.23 g, 131.0 mmol) in H2O (30 mL) was added. The resulting mixture was stirred to reflux (100 C) during 1h. After allowing it to temper, the mixture was acidified using HCl 37 % and it was extracted with AcOEt, 8x 20 mL. The resulting organic phase was washed with 1x 20 mL NaCl sat., dried with Na2SO4, filtered and concentrated to dryness. The obtained oil was confirmed to correspond to the title compound (15.9 g, 98.0 mmol, 96 %).

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.

Reference:
Patent; Esteve Quimica, S.A.; EP2418192; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

4131-74-2, 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 4131-74-2 as follows.

26.16g (0.1411 mol) of octadecylamine was added to a 250 ml reaction flask, followed by addition of 100ml of high-boiling petroleum ether (90-120 C) or toluene or ethanol, 1-10% (molar ratio) of p-toluenesulfonic acid or hydrochloric acid or acetic acid or hydrochloric acid and 10g (0.04848 mol) of intermediate of product V. Placed in a constant temperature oil bath pot and stirred the reaction temperature was set at 125 , nitrogen protection plus condensate trap. (Time to complete the reaction time is about 36-48 hours, with increasing temperature the reaction flask to dissolve the solid into a liquid, when the end of the reaction, the flask was cooled to room temperature, the liquid into a solid whole. To the reaction flask with stirring adding an appropriate amount of methanol, and then subjected to suction filtration, washed with methanol 2-4 times, after heating to 40 degrees Celsius drained and dried under vacuum to give a white solid, yield 86-97%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4131-74-2, and friends who are interested can also refer to it.

Reference:
Patent; Shaoxing Ruikang Biotechnologies Co., Inc.; Mao, Lijuan; Liu, Shubai; Wang, Songping; Zhang, Zaixian; Wan, Dingfei; Peng, Chuanyang; Ding, Yifan; Sun, Xing; (21 pag.)CN105693545; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics