Month: July 2021

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. 3196-15-4, name is Methyl 2-bromobutyrate, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H9BrO2

Sodium sulfite (12.61 g, 0.1 mol) and sodium bicarbonate (8.40 g, 0.105 mol) were added to 100 mL of water and 10 mL of tetrahydrofuran and then stirred. When the salts dissolved completely, IX (18.05 g, 0.05 mol) was added and the temperature of 15 C was maintained for 12 h, while stirring. Upon the reaction completion, the precipitated solid was obtained by filtration and the filter cake was directly added to a stirred mixture of 2-bromobutyric acid methyl ester (9.05 g, 0.05 mol) and methanol (200 mL), which was then heated to 60 C. The progress of the reaction was monitored by GC up to complete disappearance of 2-bromobutyric acid methyl ester. The resulting mixture was then cooled to room temperature and the first precipitated solid was removed by filtration. VI was further crystallized from the filtrate. Yield: 18.27 g (85.6 %). Melting point: 47.9-48.9 C.

The synthetic route of 3196-15-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shi, Yun-Long; Wang, Ling; Qian, Chao; Tao, Ming; Liao, Zu-Tai; Chen, Xin-Zhi; Chemical Papers; vol. 69; 9; (2015); p. 1237 – 1243;,
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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. 1559-02-0, name is Diethyl 1,1-cyclopropanedicarboxylate, A new synthetic method of this compound is introduced below., name: Diethyl 1,1-cyclopropanedicarboxylate

Synthesis of 1-(ethoxycarbonyl)cyclopropanecarboxylic acid Diethyl 1, 1-cyclopropane dicarboxylate (20g) was hydrolyzed in IN NaOH (107 m4) and ethanol (220D) for 16 hours, and the ethanol was removed by distillation under reduced pressure. The remaining starting material was removed by using ethyl acetate and the aqueous layer was acidified by IN HCI. The reaction mixture was extracted with ethyl acetate and distilled under reduced pressure. The residue was purified by silica gel column to give the title compound in a yield of 94%. 1H NMR(CDCl3) No. 1.06 (t, 3H), 1.53 (m, 2H), 1.62 (m, 2H), 4.21 (q, 2H) ESI: 159 +1) +C7H1004

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:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2005/79812; (2005); A1;,
Ester – Wikipedia,
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Reference of 15963-40-3, These common heterocyclic compound, 15963-40-3, name is Methyl 3-methylenecyclobutanecarboxylate, 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.

3.1.57b (24 g, 190.4 mmol, 1.0 equiv) was dissolved in THE and cooled to -15 C. BH3.Me2S (14.4 g, 190.4 mmol, 1.0 equiv) was added drop wise and the reaction mixture was stirred at room temperature for 4 hours. Cooled the reaction mixture at -15 C, NaOH (3M) (25 mL), H202 (50%) (12.9 g, 190.4 mmol, 1.0 equiv) were added and the reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was quenched with sodium bisulphate and extracted with EtOAc. The organic layer was washed with brine,dried over sodium sulfate and concentrated to afford a crude residue. The crude residue was purified by silica gel column chromatography (70 % EtOAc in Hexane) to afford product 3.1.57c (18.7 g, 68 % yield). 1H NMR (400 MHz, DMSO) 64.54 (d, J = 29.8 Hz, 1H), 3.62-3.55 (m, 3H), 3.41 (d, J = 6.5 Hz, 1H), 3.30 (d, J = 6.0 Hz, 1H), 3.13-2.95 (m, 1H), 2.37-2.27 (m, 1H), 2.15 (ddt, J= 8.7, 7.8, 6.2 Hz, 2H), 1.98- 1.84(m, 2H).

The synthetic route of 15963-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 116419-94-4 as follows. category: esters-buliding-blocks

Method 23; 4-Bromomethyl-3-trifluoromethyl-benzoic acid methyl esterA suspension of 4-methyl-3-trifluoromethyl-benzoic acid methyl ester (Method 22;0.327 g, 1.5 mmol), iV-bromosuccinimide (267 mg, 1.5 mmol) and benzoyl peroxide (0.15 mmol) in CCl4 (10 ml) was heated to reflux for 3 h. The reaction mixture was cooled to25 C, filtered through a pad of silica gel, and washed with DCM. The organics were removed under reduced pressure and the crude product was purified by column chromatography utilizing an ISCO system (hexanes/EtOAc) to give 252 mg (56.5%). NMR: 7.70-8.25 (m,3H), 4.85 (s, 2H)5 3.91 (s, 3H); m/z 297.

According to the analysis of related databases, 116419-94-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/79791; (2006); 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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 3-(dimethylamino)acrylate

General procedure: Ethyl 4-(4-chlorophenyl)-2-thioxo-1,2,3,4-tertahydropyrimidine-5-carboxylate 6a (Table 2, entry 1). To a mixture of thiourea 12a (23.0 mg, 0.302 mmol), 4-chlorobenzaldehyde 13a (63.0 mg, 0.448 mmol), and ethyl 3-dimethylaminoacrylate 9 (64.0 mg, 0.447 mmol) in anhydrous DMF (0.3 mL) was added anhydrous aluminum chloride (8.0 mg, 0.0600 mmol) at room temperature, and the reaction mixture was stirred at 110 C for 3 h. To the mixture was added EtOAc (10 mL) and 1 M HCl aqueous solution (5 mL), and the organic layer was separated. The aqueous layer was extracted with EtOAc (10 mL), and the combined organic layers were washed with water (5 mL) and brine (5 mL), dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography [n-hexane-EtOAc (4:1 to 2:1)] to give 6a (78.9 mg, 0.266 mmol, 88%) as pale yellow crystals.

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Arai, Rie; Cho, Hidetsura; Gokurakuji, Yuki; Kikuchi, Hidetomo; Kubo, Takanori; Nakamura, Yuri; Nishimura, Yoshio; Sunaga, Katsuyoshi; Yuan, Bo; Tetrahedron Letters; (2020);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 117324-05-7, name is Ethyl 2-amino-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H10FNO2

Step B: To the formamide (6 mL) solution of ethyl-2-amino-4-fluorobenzoate (811 mg, 4.43 mmol) added ammonium formate (0.450 g, 7.14 mmol) and the reaction mixture was heated at 140 C. overnight. After cooling added water and ethyl acetate. The layers were separated, the EtOAc layer was dried, filtered and evaporated to give desired quinazolinone (1 g, quantitative). MS (ES) 165 (M+H)

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 117324-05-7.

Reference:
Patent; Pandey, Anjali; Scarborough, Robert M.; Matsuno, Kenji; Ichimura, Michio; Nomoto, Yuji; Ide, Shinichi; Tsukuda, Eiji; Sasaki, Junko; Oda, Shoji; US2004/186110; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 756525-95-8, These common heterocyclic compound, 756525-95-8, name is tert-Butyl 9-Amino-4,7-dioxanonanoate, 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 mixture of compound 301 (8.16 g, 35.0 mmol, 1.0 eq. ) and saturated NaHCO3(40 mL) was cooled to 0 , to which compound 409 (5.43 g, 35.0 mmol, 1.0 eq. ) was added in portions. After stirring at 0 for 1 h, the reaction was warmed to r.t. and stirred for 1 h. The reaction was extracted with DCM (3 × 100 mL) and the organic extract was washed with brine, dried over anhydrous Na2SO4, concentrated and purified by SiO2column chromatography to give a white solid (6.76 g, 62%yield) . MS ESI m/z calcd for C15H23NO6[M+H]+314.15, found 314.15.

Statistics shows that tert-Butyl 9-Amino-4,7-dioxanonanoate is playing an increasingly important role. we look forward to future research findings about 756525-95-8.

Reference:
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
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Ester – an overview | ScienceDirect Topics

Electric Literature of 46064-79-3,Some common heterocyclic compound, 46064-79-3, name is Methyl 3-amino-4-bromobenzoate, molecular formula is C8H8BrNO2, 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 mixture of methyl 2-oxocyclooctanecarboxylate (32.0 g, 174 mmol), methyl 3-amino-4-bromobenzoate (20.0 g, 87 mmol) and ethanol (120 mL) was heated to reflux, at an oil bath of 130 C., acetic acid (1.5 mL) was added and the mixture was reflux for 1.5 hours. Hot PPA (200 g, 120 C.) was added to the reaction mixture carefully. The reaction mixture was heated at an oil bath of 130 C. for 3 hours. After cooling for a while, ice (200 g), ethyl acetate (60 mL) and petroleum ether (60 mL) were added to the reaction mixture, the mixture was concentrated until 200 mL solvent was removed. Then water (600 mL) and ethyl acetate (60 mL) were added, the resulting mixture was stayed at room temperature overnight. A light brown solid was slowly formed. The mixture was filtered and the filtered cake was dried to give a light brown solid, which was placed into methanol (90 mL). SOCl2 (30 mL) was added dropwise with cooling with an ice-bath. The resulting mixture was heated to reflux for 4 hours, concentrated and treated with saturated NaHCO3 solution (60 mL) and ethyl acetate (30 mL), filtered and the filtered cake was dried to give desired product (6.6 g) as a pale white solid (21%).

The synthetic route of 46064-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhou, Changyou; Ren, Bo; Wang, Hexiang; US2015/18356; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 3196-23-4, 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. 3196-23-4, name is Methyl 1-bromocyclohexanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 2.5 g of zinc, 5.53 g (25 mmol) of bromo ester 1, a catalytic amount (5 mg) of HgCl2, and 40 mL of benzene was heated for 3 h under reflux. The mixture was cooled, 10 mmol of aldehyde 4a-4i was added, and the mixture was heated for 2 h under reflux.After cooling, the mixture was treated with 5% aqueous acetic acid, the organic phase was separated and dried over Na2SO4, and the solvent was distilled off.The crystalline product (7a-7i) was recrystallized from ethyl acetate. Treatment of the residue with methanol led to crystallization of compound 11a-11d which was recrystallized from methanol.

The chemical industry reduces the impact on the environment during synthesis Methyl 1-bromocyclohexanecarboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Kirillov; Nikiforova; Vasyanin; Dmitriev; Russian Journal of Organic Chemistry; vol. 51; 4; (2015); p. 513 – 517; Zhurnal Organicheskoi Khimii; vol. 51; (2015); p. 530 – 534,5;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 454-31-9, name is Ethyl 2,2-difluoroacetate, 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 454-31-9, Product Details of 454-31-9

To a stirred solution of bicyclo[3. l .0]hexan-3-one (125 g, 1274 mmol) in THF (1500 mL), was added LDA (2.0 M in THF, 0.701 L, 1402 mmol) at -78 C under N2 atmosphere and stirred for 1 h followed by the addition Ethyldifluoroacetate (174 g, 1402 mmol) in THF (300 mL) slowly at -78 C for 30 min. After the addition the reaction mixture was allowed to warm to 27 C and stirred for 1 h under N2 atmosphere. Progress of the reaction was monitored by TLC (S1O2, 20% Acetone/Hexane, Rf = 0.3, UV -active). After completion, the reaction mixture was quenched withlN HC1 (2000 mL) and stirred for 30 min and extracted with EtOAc (3 x 1000 mL). The combined organic layers were washed with brine (1000 mL), dried over anhydrous NaiSOr and filtered. The filtrate was concentrated under reduced pressure to afford 2-(2,2-difluoroacetyl)bicyclo[3. l .0]hexan-3-one (180 g, Yield: 71.2%, pale yellow viscous liquid. NMR (400 MHz, CHLOROFORM-d) d = 6.18 (t, ./ = 54.8 Hz, 1H), 2.70 – 2.62 (m, 1H), 2.35 (d, J= 19.4 Hz, 1H), 2.14 (br s, 1H), 1.26 – 1.21 (m, 1H), 1.04-1.03 (m, 1H), 0.22-0.21 (m, 1H), LCMS: M/Z = 173.17).

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, Ethyl 2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; IWUAGWU, Christiana; PEESE, Kevin M.; (0 pag.)WO2020/58844; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics