35120-18-4 Archives - Esters-buliding-blocks

A new synthetic route of C7H11BrO2

According to the analysis of related databases, 35120-18-4, the application of this compound in the production field has become more and more popular.

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. 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

General procedure: A mixture of 8a-8j (10 mmol), 15a-15d (11 mmol) and K2CO3 (4.15 g, 30 mmol) in DMF (60 mL) was stirred at room temperature (for 15a-15b) or slightly elevated temperatures (35 C for 15d and 45 C for 15c) until the reaction completed as indicated by TLC analysis (typically within 12h). On cooling (if necessary), the reaction mixture was poured into ice-water (200 mL) and the resulting mixture was extracted with CH2Cl2 (100 mL 3). The combined extracts were washed with 5% brine (100 mL 5), dried (Na2SO4) and evaporated on a rotary evaporator to afford the crude product as a residue, which was purified by column chromatography followed by trituration with EtOAc/n-hexane (if the product was solid) to yield the pure product 9a-9q.

According to the analysis of related databases, 35120-18-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Wei; Liu, Yuqiang; Xie, Yafei; Shang, Qian; Zhou, Zhixing; Xu, Weiren; Tang, Lida; Wang, Jianwu; Zhao, Guilong; Medicinal Chemistry; vol. 13; 3; (2017); p. 260 – 281;,
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New learning discoveries about C7H11BrO2

According to the analysis of related databases, 35120-18-4, the application of this compound in the production field has become more and more popular.

Application of 35120-18-4, 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 35120-18-4 as follows.

Na2S?9H2O (182mg, 0.75mmol) was added to a solution of compound 5-b (180mg, 0.5mmol) in DMF (2mL).The mixture was reacted in a microwave at 130h for 1h, cooled to room temperature, 1-bromo-cyclobutanoic acid ethylester (155mg, 0.75mmol) was added, the mixture was stirred at 50h for 2hrs. The mixture was cooled to room temperature,followed by adding ice water (20mL), being extracted with EA (50mL). The organic phases were combined, dried overanhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica preparativeplate (PE:EA = 1:1) to give white solid 24-a (89 mg, yield 40%). LC-MS (ESI): m/z = 439 [M+H]+.

According to the analysis of related databases, 35120-18-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Yingli Pharmaceutical Co. Ltd.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WU, Tianzhi; (104 pag.)EP3275867; (2018); A1;,
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Introduction of a new synthetic route about Ethyl 1-bromocyclobutanecarboxylate

Cyclobut-1-enecarboxylic acid2,3 Cyclobut-1-enecarboxylic acid was prepared according to the procedure for preparation of 3,3-dimethylcylobutene carboxylic acid as described by Campbell et al. with minor modifications. KOH (6.00 g, 107 mmol) and toluene (90 ml) were mixed and then heated to reflux until the KOH dissolved. Ethyl 1-bromocyclobutanecarboxylate (4.90 g, 23.7 mmol) was added dropwise without heating. The reaction mixture was heated at reflux for 1 h, then cooled to RT. Cold water (60 ml) was added, the aqueous layer was washed with pentane (2*40 ml) and the pH was adjusted to 2.5 with 30% aq H2SO4. The product was then extracted from the aqueous layer with Et2O (4*40 ml) and dried over anhydrous Na2SO4. The Et2O was evaporated to give a yellow oil. The oil was dissolved in pentane (50 ml) and the upper layer was separated from the lower layer. The upper layer was cooled in an acetone-dry ice bath and stirred for 20 min. The resulting precipitate was filtered and dried under vacuum (1.14 g, 49% yield). The dried solid was stored at -20 C. to prevent decomposition. 1H-NMR (400 MHz, CDCl3) delta 10.23 (bs, 1H), 6.94 (t, J=1.2 Hz, 1H), 2.76 (t, J=3.2 Hz, 2H), 2.51 (td, J=3.2 Hz, 1.2 Hz, 2H); 13C-NMR (100 MHz, CDCl3) delta 167.5, 150.1, 138.4, 29.1, 27.5.

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 35120-18-4.

Reference:
Patent; The Research Foundation of State University of New York; US2011/212046; (2011); A1;,
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Brief introduction of Ethyl 1-bromocyclobutanecarboxylate

General procedure: A mixture of 17 (257 mg, 1.1 mmol), ethyl1-bromocyclobutanecarboxylate (266 mg, 1.3 mmol) and Cs2CO3(371 mg, 1.1 mmol) in DMF was heated to 60 C and stirred for 2 hours. The mixture was cooled to room temperature and the resulting precipitate was filtered off. The collected filtrate was concentrated to give the ester ethyl1-((6-bromoquinolin-4-yl) thio)cyclobutanecarboxylate as an oil (300 mg, 77%).

According to the analysis of related databases, 35120-18-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Peng, Jianbiao; Hu, Qiyue; Gu, Chunyan; Liu, Bonian; Jin, Fangfang; Yuan, Jijun; Feng, Jun; Zhang, Lei; Lan, Jiong; Dong, Qing; Cao, Guoqing; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 277 – 282;,
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Extended knowledge of 35120-18-4

Some common heterocyclic compound, 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate, molecular formula is C7H11BrO2, 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. COA of Formula: C7H11BrO2

To the Schlenk sealed reactor was added p-methoxystyrene (0.2 mmol) of formula I-1, formula II-1N,N-dimethylaniline (2 equivalents), compound of formula III-4 (2 equivalents), CuCl (10 mol%), [Ru(bipy)3]Cl2·6H2O (2 mol%), K2CO3 (2 equivalents) and MeCN (1 mL), then protected with argon at room temperature and 3W blueLED light source reacts under light conditions. After monitoring the reaction by TLC or GC-MS, the solvent is distilled off under reduced pressure, and then the residue is removed.The residue was subjected to column chromatography (yield: n-hexane / ethyl acetate) to afford the desired product of formula IV-4. Yield 42%; colorless oilLiquid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 35120-18-4, its application will become more common.

Reference:
Patent; Nanchang Hangkong University; Song Renjie; Yong Xin; Li Jinheng; (21 pag.)CN108675935; (2018); A;,
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Analyzing the synthesis route of 35120-18-4

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. 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 1-bromocyclobutanecarboxylate

General procedure: A mixture of thiones or thiol 5a-5q or 5ha-5hi (60 mmol), bromoacetates BrCH2CO2Me,(CH3)2CBrCO2Et or ethyl 1-bromocyclobutanecarboxylate (80 mmol) and K2CO3 (16.59 g, 120 mmol)in a suitable solvent (200 mL; acetone for 5a-5b or DMF for the others) was stirred at a temperaturespecified in Schemes 1-5 until the completion of reaction as indicated by TLC analysis (typicallywithin 12 h). On cooling to room temperature (if necessary), for 5a-5b: the reaction mixture wasfiltered off and the filtrate was evaporated on a rotary evaporator to give a residue, which waspurified by column chromatography to afford 6a-6b; for the others: the reaction mixture was pouredinto ice-water (300 mL), and the resulting mixture was extracted with CH2Cl2 (100 mL × 3). Thecombined extracts were washed with 5% brine (100 mL × 5), dried (Na2SO4) and evaporated on arotary evaporator to afford the crude product as a residue, which was purified by columnchromatography to yield the pure product 6c-6x or 6ha-6hi.

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; Cai, Wenqing; Wu, Jingwei; Liu, Wei; Xie, Yafei; Liu, Yuqiang; Zhang, Shuo; Xu, Weiren; Tang, Lida; Wang, Jianwu; Zhao, Guilong; Molecules; vol. 23; 2; (2018);,
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Share a compound : 35120-18-4

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. 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Ethyl 1-bromocyclobutanecarboxylate

A) Ethyl 1-azidocyclobutane-1 -carboxylate: To a flask was added ethyl 1-bromocyclobutane-1-carboxylate (5.0 g, 25 mmol), dimethylformamide (120 mL), and sodium azide (2.43 g, 37.5 mmol). After stirring at room temperature for 2 days, the reaction was taken up in ether and washed with water (3 x 150 mL). The organic layer was removed and dried over magnesium sulfate. The drying reagent was removed by vacuum filtration and the solvent removed by rotary evaporator to give a colorless liquid, 3.69 g, yield 87%. 1H-NMR (CDCl3) delta 1.29 (t, 3H), 2.00 (m, 2H), 2.25 (m, 2H), 2.55 (m, 2H), 4.22 (q, 2H); IR (neat) 2109 cm-1.

The synthetic route of 35120-18-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Products Inc.; EP952148; (1999); A1;,
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The important role of C7H11BrO2

Electric Literature of 35120-18-4, A common heterocyclic compound, 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate, molecular formula is C7H11BrO2, 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.

To a solution of 6-methoxyquinoline-4-thiol 4b (477 mg, 2.5 mmol), ethyl 1-bromo cyclobutanecarboxylate (620 mg, 2.9 mmol) and cesium carbonate (326 mg, 7.5 mmol) Was added to 10 mL of N, N-dimethylformamide. The reaction solution was heated to 60 DEG C and stirred for 2 hours. 50 ml of water was added to the reaction solution, and the mixture was extracted with ethyl acetate (50 ml x 4). The organic phases were combined, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give the title compound ethyl 1 – ((6-methoxyquinolin-4-yl) thio) cyclobutanecarboxylate 4c (620 mg, brown oil), yield: 78%.

The synthetic route of 35120-18-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co., Ltd; Jiangsu Hengrui Medicine Co.,Ltd.; Peng, Jian Biao; Sun, Pia Ohyang; Lan, Jiong; Koo, Cheon Yang; Lee, Siaotao; Liu, Bonnian; Han, Quanzhou; Hoo, Kwiye; Jean, Pang Pang; Dong, Qing; Cao, Guo Qing; (67 pag.)KR2016/6207; (2016); A;,
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Discovery of Ethyl 1-bromocyclobutanecarboxylate

Synthetic Route of 35120-18-4,Some common heterocyclic compound, 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate, molecular formula is C7H11BrO2, 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.

To a solution of (5Z,8Z,1 1 Z,14Z,17Z)-icosa-5,8,1 1 ,14,17-pentaene-1 -thiol (305 mg, 1 .00 mmol) in dry DMF (10 mL) at 0C under inert atmosphere was added NaH (60% in mineral oil, 44 mg, 1 .1 mmol). After fifteen minutes ethyl 2-bromo-cyclobutane carboxylate (170 muIota_, 1 .05 mmol) was added and the mixture was stirred for 1 .5 hour at 0C. The reaction was quenched by addition of sat. aq. NH4CI (20 mL). Heptane (50 mL) was added, and the phases were separated. The water phase was extracted with heptane (2×25 mL). The combined organics were washed with water (25 mL) and brine (25 mL), dried (MgSC ), filtered and evaporated to give 409 mg of the title compound as a crude oil. Purification by flash chromatography on silica gel using isocratic elution (heptane:acetone 98:2) afforded 243 mg (56% yield) of the title compound as oil. 1 H- NMR (300 MHz, CDCI3): delta 0.95 (t, 3H), 1.27 (t, 3H), 1 .42 (d, 3H), 1.54 (m, 2H), 1.84 (m, 1 H), 1 .96-2.23 (m, 7H), 2.51 (m, 2H), 2.60 (m, 2H), 2.73-2.90 (m, 8H), 4.18 (m, 2H), 5.23-5.43 (m, 10H); MS (CI (CH4)): 471 [M+C3H5]+, 459 [M+C2H5]+, 431 [M+H]+, 385 [M-OEt]+, 357 [M-C02Et]+, 303 [R-S],+.

The synthetic route of 35120-18-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRONOVA BIOPHARMA NORGE AS; STEINEGER, Hilde; (38 pag.)WO2016/173923; (2016); A1;,
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Discovery of 35120-18-4

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 1-bromocyclobutanecarboxylate, other downstream synthetic routes, hurry up and to see.

Electric Literature of 35120-18-4, 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. 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-fluoroquinoline-4-thiol 12b (100 mg, 0.56 mmol), ethyl 1-bromocyclobutanecarboxylate (139 mg, 0.67 mmol) and cesium carbonate (545 mg, 1.67 mmol) were added to 5 mL of N,N-dimethylformamide, successively. The reaction solution was heated to 60 C. and stirred for 2 hours. The reaction solution was concentrated under reduced pressure, mixed with 20 mL of water, stirred uniformly, and extracted with ethyl acetate (30 mL¡Á3). The organic phases were combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain the title compound ethyl 1-((6-fluoroquinolin-4-yl)thio)cyclobutanecarboxylate 12c (100 mg, a yellow oil), yield: 59%.