Esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 57486-68-7, name is Methyl 2-chlorophenylacetate, belongs to esters-buliding-blocks compound, 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 57486-68-7, COA of Formula: C9H9ClO2

66.5 g (0.36 mol) of methyl o-chlorophenylacetate (III), 80 mL of tetrahydrofuran, and 8.9 g (0.37 mol) of sodium hydride were weighed.After stirring and dissolving, sodium hydride was completely dissolved, and then methyl 1-chlorocyclopropane-1-carboxylate 50 g (0.36 mol) was slowly added.Warm up to reflux, keep warm for 4h, gas phase tracking 1-chloro-1-carboxylic acid methyl ester-cyclopropane conversion rate of 99% or more, cooling to 20 ~ 25 C,The reaction solution was quenched by adding 60 mL of a 10% dilute hydrochloric acid solution, and 3.2 g (0.1 mol) of tetrabutyl bromide was added.The temperature is refluxed, the temperature is kept for 5 hours, the temperature is lowered to 20 to 25 C, and the organic phase is separated.The aqueous phase (50 mL x 2), extract the aqueous phase, and combine the organic phases.Desolventizing have to compound IV, as a pale yellow liquid 68g, 96% yield.

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; Anhui Jiuyi Agricultural Co., Ltd.; Shen Yunhe; Xiong Guoyin; Yu Zhenglian; Zhao Xiaojun; Zhou Quanquan; Fan Fuyun; (12 pag.)CN109369549; (2019); A;,
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Synthetic Route of 136333-97-6, The chemical industry reduces the impact on the environment during synthesis 136333-97-6, name is Methyl 4-(2-bromoethyl)benzoate, I believe this compound will play a more active role in future production and life.

[8911 Step 1: Synthesis of methyl4-(2-((3R.55?)-4-benzvl-3 .5-dimethvlpiperazin- 1 -vflethvl?)benzoate [8921 (2S,6R)-1-benzyl-2,6-dimethylpiperazine (formula 8-3, 0.200 g, 0.83 1 mmol) and DIPEA (0.363 mL, 2.077 mmol) were dissolved in acetonitrile (5 mL), and methyl 4-(2-bromoethyl)benzoate (formula 8-4, 0.404 g, 1.66 1 mmol) was added thereto at room temperature. The mixture was stirred at 60 C for 17 hours, and then water was added to the reaction mixture, followed by extraction with methylene chloride. The extract was passed through a plastic filter to remove solid residue and an aqueous layer, and the organic layer was concentrated under reduced pressure. The concentrate was concentrated by column chromatography (silicon dioxide; ethyl acetate/hexane = 25 %) and concentrated to afford the desired compound (0.075 g, 24.6 %) as a pale yellow oil.

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, Methyl 4-(2-bromoethyl)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; SONG, Hyeseung; LEE, Changgon; KWAK, Dalyong; LEE, Jaeyoung; BAE, Suyeal; KIM, Yuntae; BAE, Daekwon; HA, Nina; BAE, Miseon; KIM, Jihyun; WO2015/137750; (2015); A1;,
Ester – Wikipedia,
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These common heterocyclic compound, 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, 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. SDS of cas: 56741-34-5

Dissolve intermediate 1b (0.36g, 1.26mmol) in acetone solution,The reactants 1c (214 mg, 1.26 mmol) and pyridine (0.254 ml, 3.16 mmol) were added sequentially.Then, the reaction solution was heated to reflux at 60 degrees for 2h, and the reaction was monitored by mass spectrometry.The reaction solution was spin-dried and dissolved in ethyl acetate, washed with 1M hydrochloric acid solution in turn,After washing with saturated sodium chloride and drying over anhydrous sodium sulfate, the crude intermediate 1d was obtained.1d crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 5 / 1-2 / 1) to obtain 1d pure product (330mg, yield 62.5%),

The synthetic route of Methyl 5-amino-2-fluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fudan University; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; He Yulong; Wang Heyao; Li Yingxia; Dou Huixia; (68 pag.)CN110903224; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 36692-49-6, 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. 36692-49-6, name is Methyl 3,4-diaminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of methyl (4-fluorophenyl)(oxo)acetate (50.0 g, 275 mmol) and methyl 3,4- diaminobenzoate (46.9 g, 282 mmol) in ethanol (2.5 L) was heated to reflux for 2 d. The mixture was cooled to rt and most of the ethanol was removed in vacuo to form a thick paste. 0.5 L of THF was added to get a stirrable slurry and the slurry was stirred for 1 h, diluted further with 1 L of ether and solid was collected by filtration (50.0 g, 76.3%) as a mixture of regioisomers.To a solution of methyl 2-(4-fluorophenyl)-3-oxo-3,4-dihydroquinoxaline-6-carboxylate(50.0 g, 168 mmol) (mixture of regioisomers) in THF (0.9 L) and methanol (0.9 L) at rt was added 2.0 M of sodium hydroxide in water (300 mL). The reaction mixture was stirred at 70 C for 2 h. The mixture was allowed to cool slightly and some solids formed. The reaction mixture was filtered while warm to afford a clear orange solution. The filtrate was stirred with mechanic stirring. IN HC1 aqueous solution (~ 450 rtiL) was slowly added (over 15 min) to pH=8. The suspension was stirred for 5 min, filtered, washed with 100 mL of 1:1 MeOH:THF, dried to give a light yellow solid. [In some cases, there is still some undesired isomer present at this point. If so, the material was redissolved in methanol/THF mixture (14 mL per gram of each solvent) and 1 N NaOH (4.2 equivalents), and then reprecipitated to pH = 8 using 1 N HC1. This dissolution/reprecipitation procedure can be repeated until the pure desired regioisomer is obtained.] To the solid was added 300 mL of methanol, 300 mL of THF, and 250 mL of IN NaOH and the resulting solution was stirred by mechanical stirring until dissolved. The resulting solution was adjusted to pH=2.5 by adding IN HC1. The precipitate was collected by filtration, transferred to a round bottom flask using MeOH, evaporated in vacuo, and azeotroped with MeCN. The resulting solid was dried in vacuum pump to give a pure acid product (26.3 g, 55.2%) as a beige powder. LCMS (ESI+): m/z = 285.0 (M+H). H NMR (400 MHz, DMSO-6) delta 13.34 (s, 1H), 12.76 (s, 1H), 8.44 (dd, J= 9.1, 5.8 Hz, 2H), 7.96 – 7.89 (m, 2H), 7.83 (dd, J= 8.4, 1.8 Hz, 1H), 7.35 (t, J= 9.0 Hz, 2H).

The synthetic route of Methyl 3,4-diaminobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; GIGSTAD, Kenneth, M.; CARDIN, David, P.; HIRAYAMA, Takaharu; HIROSE, Masaaki; HU, Yongbo; KAKEI, Hiroyuki; LEE, Hong, Myung; MOTOYAJI, Takashi; NII, Noriyuki; SHI, Zhan; VYSKOCIL, Stepan; WATANABE, Hiroyuki; WO2015/161142; (2015); A1;,
Ester – Wikipedia,
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Related Products of 152849-72-4, 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. 152849-72-4, name is Methyl 5-bromo-2,4-dimethylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Step 3: methyl 5-(1-(2-(difluoromethoxy)phenyl)piperidin-4-ylamino)-2,4-dimethylbenzoate 1-[2-(difluoromethoxy)phenyl]piperidin-4-amine (240 mg, 990 umol), methyl 5-bromo-2,4-dimethyl-benzoate (240 mg, 990 umol), Pd2(dba)3 (54 mg, 59 umol), BrettPhos (73 mg, 118 umol), Cs2CO3 (450 mg, 1 mmol) in toluene (5 mL) was stirred at 90 C. for 16 h. The mixture was filtered by celite, the filtrate was concentrated and was purified via silica gel chromatography eluting with PE/EA from 50/1 to 20/1 to obtain methyl 5-[[1-[2-(difluoromethoxy)phenyl]-4-piperidyl]amino]-2,4-dimethyl-benzoate (200 mg, 49.92%) as white solid. ESI-MS (EI+, m/z): 405 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis Methyl 5-bromo-2,4-dimethylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 46004-37-9, The chemical industry reduces the impact on the environment during synthesis 46004-37-9, name is Methyl 4-amino-2-chlorobenzoate, I believe this compound will play a more active role in future production and life.

To a suspension of methyl 4-amino-2- chlorobenzoate (20.0 g, 107.75 mmol) and CaCO3 (21.58 g, 215.5 mmol) in MeOH (216 mL) was added a solution of iodine monochloride (20.0 g, 123.2 mmol) in CH2CI2 (102 mL). The resulting reaction mixture was stirred at room temperature for 5 h, and quenched by adding cooled water (700 mL) and ethyl acetate (700 mL). It was filtered through celite, the filtrate was treated with 300 mL of 10% sodium thiosulfate, partitioned, and the aqueous layer was extracted with ethyl acetate (400 mL). The combined organic layers were washed with 10% sodium thiosulfate (2x), and brine. The organic layer was dried over Mg504, and concentrated to dryness under vacuum. The residue was adsorbed in silica gel, loaded into flash column which was eluted with 5, 7.5, and 10% ethyl acetate/toluene to afford 17.0 g of title compound as a yellow solid. 1H NMR (400 MHz, CDCI3): 6 8.26 (s, 1H),6.75 (s, 1H), 4.52 (bs, 1H), 3.87 (s, 3H). LCMS (M+1) 312.0, 314.0.

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, Methyl 4-amino-2-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING / MCGILL UNIVERSITY; TREMBLAY, Michel L.; PENAFUERTE, Claudia; FELDHAMMER, Matthew; ZOGOPOULOS, George; BLACK, Cameron; CRANE, Sheldon; TRUONG, Vouy-Linh; KENNEDY, Brian; WO2015/127548; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 15568-85-1, 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. 15568-85-1 name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, This 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.

A solution of 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (7.0g,37.7mmol) and 2-methoxypyridin-4-amine (3.6g, 29.0mmol) disolved in i-PrOH(50mL) was refluxed at 100C for 1 hour, then the reaction solution was cooled toroom temperature to give crystalline solid which was filtered, washed with i-PrOHand diethyl ether to affor the compound 11 as a yellow crystalline solid (5.2g, 65%).1H NMR (400 MHz, Chloroform-d) delta 11.08 (d, J = 14.0 Hz, 1H), 8.66 (d, J = 14.0Hz, 1H), 8.17 (d, J = 5.7 Hz, 1H), 6.75 (dd, J = 5.7, 1.8 Hz, 1H), 6.55 (d, J = 1.8 Hz,1H), 3.95 (s, 3H), 1.75 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, and friends who are interested can also refer to it.

Reference:
Article; Cheng, Yu; Shen, Jian; Peng, Run-Ze; Wang, Gui-Feng; Zuo, Jian-Ping; Long, Ya-Qiu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 12; (2016); p. 2900 – 2906;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, 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. 14062-18-1 name is Ethyl 2-(4-methoxyphenyl)acetate, This 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.

(3) Dissolve N-(4-methoxy-3,5-dibromophenyl)carbodiimide in 15 times the mass of anhydrous methanol.After adding sodium methoxide NaOMe, stirring at room temperature for 15min, and then adding ethyl 4-methoxyphenylacetate,N-(4-methoxy-3,5-dibromophenyl)carbodiimide,The ratio of sodium methoxide NaOMe and 4-methoxybenzene ethyl acetate material is 1:1:1,Continue the reaction at room temperature for 4h. Evaporate the methanol, add water equal to the volume of methanol, stir for 10min, and filter by suction.Drying to give N-(4-methoxy-3,5-dibromophenyl)2-(4-methoxyphenyl)-2-ethoxycarbonylvinylamine as a white solid;Yield 99%;

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(4-methoxyphenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Guangzhou University; Nanjing University; Chen Kun; Xiao Zhuping; Ma Xiang; Fan Jing; Zhu Hailiang; (9 pag.)CN107501174; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 15448-76-7, These common heterocyclic compound, 15448-76-7, name is Dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate, 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.

[1268A solution of sodium hydroxide (940 mg) in methanol (10 mL) was added to a solution of dimemylbicyclo[2.2.1]heptane-l,4-dicarboxylate (5.00 g) in THF (150 mL), and the resultant was stirred overnight at room temperature. The reaction mixture was distilled off under reduced pressure, the obtained residue was dissolved in water, and extraction thereof was performed using dichloromethane. A pH of the obtained aqueous layer was set to pH 3 using 6 M hydrochloric acid, and extraction thereof was performed using ethyl acetate. The obtained organic layer was distilled off under reduced pressure, thereby obtaining the title compound (2.50 g). 1H MR (400 MHz, DMSO-d^ 1.57-1.63 (4H, m), 1.72 (2H, s), 1.91-1.92 (4H, m), 3.60 (3H, s), 12.21 (lH, s).

The synthetic route of 15448-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; OGINO, Masaki; MIZOJIRI, Ryo; YAMASAKI, Takeshi; HIROSE, Hideki; TAKAKURA, Nobuyuki; YAMASHITA, Tohru; MORIMOTO, Sachie; NAKAHATA, Takashi; KINA, Asato; WO2014/142363; (2014); A1;,
Ester – Wikipedia,
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. 403-33-8, name is Methyl 4-fluorobenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C8H7FO2

Methyl 4-fluorobenzoate (4.6 g, 29.7 mmol) was dissolved in DMSO (20 mL), followed by the addition of K2CO3 (12.3 g, 89.1 mmol) and 1-ethylpiperazine (7.6 mL, 59.4 mmol). The mixture was heated to 110 C and stirred for 10 h before being cooled to room temperature and diluted with water (50 mL) and EtOAc (200 mL). The organic phase was washed with brine (50 mL), dried over Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography using CH2Cl2-MeOH (10:1) to get 4a (6.4 g, 89.2%) as a yellow solid. 1H NMR (400 MHz, CDCl3) delta 7.94 (d, J = 9.0 Hz, 1H), 6.89 (d, J = 9.0 Hz, 1H), 3.88 (s, 3H), 3.36-3.39 (m, 4H), 2.60-2.63 (m, 4H), 2.50 (q, J = 7.2 Hz, 2H), 1.15 (t, J = 7.2 Hz, 3H). ESI-MS (m/z): [M + H]+ = 249.0.

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; Cui, Jing; Peng, Xia; Gao, Dingding; Dai, Yang; Ai, Jing; Li, Yingxia; Bioorganic and Medicinal Chemistry Letters; vol. 27; 16; (2017); p. 3782 – 3786;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics