Category: 6091-64-1

6091-64-1, name is Ethyl 2-bromobenzoate, 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. Computed Properties of C9H9BrO2

General procedure: The following experimental procedure for the partial alkynylation of ethyl benzoate to 1,3-diphenylprop-2-yn-1-one is representative. A dry and argon-flushed flask, equipped with a magnetic stirring bar and a septum, was charged with phenyl acetylene (0.45 mL, 4.1 mmol) and THF (10 mL). After cooling to 0 C, n-BuLi (1.6 mL, 2.5 M in hexane, 4.0 mmol) was added dropwise and stirred for 1 h at room temperature. To the reaction mixture was slowly added morpholine (0.08 mL, 1.0 mmol) and stirred for 30 min at 0 C. Then, ethyl benzoate (0.14 mL, 1.0 mmol) was added and the mixture was stirred for 6 h again. The reaction was stopped by aqueous NH4Cl (aq) (10 mL) and extracted with diethyl ether (2 * 10 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel yielded 1,3-diphenylprop-2-yn-1-one (175 mg, 85%). All products in Table 2 were confirmed by comparison with NMR data reported of authentic sample.7

The synthetic route of 6091-64-1 has been constantly updated, and we look forward to future research findings.

Reference:
Note; Shin, Won Kyu; Kim, Yu Ri; Im, So Hee; Jaladi, Ashok Kumar; Gundeti, Shankaraiah; An, Duk Keun; Bulletin of the Korean Chemical Society; vol. 39; 5; (2018); p. 683 – 686;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 6091-64-1, The chemical industry reduces the impact on the environment during synthesis 6091-64-1, name is Ethyl 2-bromobenzoate, I believe this compound will play a more active role in future production and life.

A mixture of bromide 2-bromo-benzoic acid ethyl ester (19.3 g, 84 mmol), 2,5-bis-tributylstannanyl-thieno[3,2-b]thiophene (20.2 g, 28 mmol) and anhydrous N,N-dimethylformamide (200 cm3) is degassed by nitrogen for 30 minutes. To the mixture is added bis(triphenylphosphine) palladium(II) chloride (990 mg, 1.4 mmol) and the mixture further degassed for 5 The mixture is then heated at 100 C. for 17 hours. After cooling, the mixture is poured into water (500 cm3), extracted with dichloromethane (3×300 cm3) and the combined organics dried over anhydrous magnesium sulfate, filtered and the solvent removed in vacuo. The crude product is purified by column chromatography (gradient from 40-60 petrol to dichloromethane) to give 1,1?-diethyl ester 2,2?-thieno[3,2-b]thiophene-2,5-diylbis-benzoic acid (9.44 g, 76%). MS (m/e): 436 (M+, 100%).

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

Reference:
Patent; MERCK PATENT GMBH; Mitchell, William; D’Lavari, Mansoor; Wang, Changsheng; Tierney, Steven; Sparrowe, David; (59 pag.)US9695190; (2017); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 6091-64-1, 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. 6091-64-1, name is Ethyl 2-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-bromobenzoicacid ethyl ester 22 (1.5g, 6.6mmol) was dissolved in 15mL of ethanol, then under ice-cooling was slowly added dropwise with hydrazine hydrate (1.3g, 26mmol), after the addition was complete, it was stirred at room temperature for 15min, then heated under reflux for 10h. After completion of the reaction, ethanol was removed by rotary evaporation, poured into water, extracted with ethyl acetate, the organic phase was dried and concentrated to give the desired product 23 (1.2g, 86%), without purification into the next step.

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

Reference:
Patent; Jiangshu Alpha Biopharmaceuticals, Inc.; Jiangnan University; Nanjing Drum Tower Hospital; Feng, Bainian; Yang, Guijun; Tang, Chunlei; Wang, Guping; Jie, Desheng; (36 pag.)CN105481765; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 6091-64-1, 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. 6091-64-1, name is Ethyl 2-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of copper powder (63.5 mg, 1.00 mmol), the aryl halide (500 mumol), 2-aminoethanol (74.9 muL, 1.25 mmol), and TMSN3 (133 muL, 1.00 mmol) in DMA (1 mL) in a 15 mL test tube was stirred under an Ar atmosphere (balloon) at 95 C using a Chemistation personal organic synthesizer (EYELA, Tokyo). After complete consumption of the aryl halide was confirmed by TLC analyses or after 24 h (if the reaction was incomplete within 24 h), the mixture was diluted with EtOAc (10 mL) and then filtered through a Celite pad. The pad was successively washed with EtOAc (20 mL), H2O (25 mL), and concd aq ammonia solution (5 mL). After the two layers were separated, the aqueous layer was extracted with EtOAc (2×10 mL). The combined organic layers were washed with brine (20 mL), dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography with n-hexane/EtOAc or n-pentane/Et2O as the eluent.

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

Reference:
Article; Maejima, Toshihide; Shimoda, Yutaka; Nozaki, Kei; Mori, Shigeki; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao; Tetrahedron; vol. 68; 6; (2012); p. 1712 – 1722;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 6091-64-1, These common heterocyclic compound, 6091-64-1, name is Ethyl 2-bromobenzoate, 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.

Ethyl 2-bromobenzoate (1g, 4.37mmol) prepared from Step 1 wasdissolved in toluene (20 mL) and ethanol (4mL) mixed solution, and then theretowere added 4-fluorophenyl boronic acid (672mg, 4.80mmol), potassium carbonate(1.21g, 8.73mmol) and tetrakis (triphenylphosphine) palladium (504mg,0.44mmol). The reaction was stirred at 100 deg. C 6 hours, cooled to roomtemperature and filtered through Celite. The reaction was concentrated underreduced pressure to remove the solvent. Then washed with water and extracted ethyl acetate. Theorganic layer was dried over anhydrous magnesium sulfate, filtered andconcentrated. The resulting residue was purified by column chromatography toproduce the title compound (948mg, 89%).

Statistics shows that Ethyl 2-bromobenzoate is playing an increasingly important role. we look forward to future research findings about 6091-64-1.

Reference:
Patent; East Asia ST Corporation; Jin, Shunhui; Ren, Yuanbin; Cao, Zonghuan; Cui, Shangao; Pu, Zhengxiang; Jin, Miyan; Cui, Chenghe; Lee, Mingjing; Zhao, Kangxun; (182 pag.)CN105555761; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

6091-64-1, name is Ethyl 2-bromobenzoate, 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. Recommanded Product: Ethyl 2-bromobenzoate

General procedure: The following experimental procedure for the partial alkynylation of ethyl benzoate to 1,3-diphenylprop-2-yn-1-one is representative. A dry and argon-flushed flask, equipped with a magnetic stirring bar and a septum, was charged with phenyl acetylene (0.45 mL, 4.1 mmol) and THF (10 mL). After cooling to 0 C, n-BuLi (1.6 mL, 2.5 M in hexane, 4.0 mmol) was added dropwise and stirred for 1 h at room temperature. To the reaction mixture was slowly added morpholine (0.08 mL, 1.0 mmol) and stirred for 30 min at 0 C. Then, ethyl benzoate (0.14 mL, 1.0 mmol) was added and the mixture was stirred for 6 h again. The reaction was stopped by aqueous NH4Cl (aq) (10 mL) and extracted with diethyl ether (2 * 10 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel yielded 1,3-diphenylprop-2-yn-1-one (175 mg, 85%). All products in Table 2 were confirmed by comparison with NMR data reported of authentic sample.7

The synthetic route of 6091-64-1 has been constantly updated, and we look forward to future research findings.

Reference:
Note; Shin, Won Kyu; Kim, Yu Ri; Im, So Hee; Jaladi, Ashok Kumar; Gundeti, Shankaraiah; An, Duk Keun; Bulletin of the Korean Chemical Society; vol. 39; 5; (2018); p. 683 – 686;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 6091-64-1, These common heterocyclic compound, 6091-64-1, name is Ethyl 2-bromobenzoate, 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 tube was added Hphosphinate 3a (173 mg, 1 mmol, 1 equiv), Pd(OAc)2 (4.5 mg, 0.02 mmol, 2 mol %), xantphos (12.7 mg, 0.022 mmol, 2.2 mol %), toluene and 1,2-dimethoxyethane (4.5 ml : 0.5 ml), i-Pr2NEt (0.23 ml, 1.3 mmol, 1.3 equiv) and ethyl-2-bromobenzoate (0.24 mL, 1.5 mmol, 1.5 equiv). The homogeneous mixture was stirred under a flow of N2 for 10 minutes and then heated at 115C for 24 hrs. The solvent was then evaporated and the resulting residue partitioned between EtOAc (10 ml) and NaHCO3 (5 ml). The aqueous layer was extracted with EtOAc (3x). The organic layers were combined, dried over MgSO4 and concentrated under reduced pressure. The resulting oil was then purified by chromatography (silica gel, hexane/ EtOAc, 5:5) to give a yellow oil. Yield: 83% (232 mg); 1H NMR (CDCl3, 300 MHz) delta 8.04-8.11 (m, 1H), 7-77-7.81 (m, 1H), 7.59-7.64 (m, 2H), 4.41 (q, J = 7.0 Hz, 2H), 3.75-4.07 (dm, 2H), 1.90 (d, J = 15.2 Hz, 3H), 1.60-1.67 (m, 2H), 1.35-1.47 (m, 5H), 0.92 (t, J = 7.3 Hz, 3H) ppm; 13C NMR (CDCl3, 75.45 MHz) delta 168.1 (d, JPCCC = 3.4 Hz), 135.9 (d, JPCCC = 7.8 Hz), 133.9 (d, JPCCC = 8.1 Hz), 132.0 (d, JPCCCC = 2.3 Hz), 131.6 (d, JPC = 120.6 Hz), 131.0 (d, JPCC = 11.5 Hz), 129.7 (d, JPCC = 9.8 Hz), 64.5 (d, JPOC = 6.3 Hz), 61.9, 32.6 (d, JPOCC = 6.6 Hz), 18.9, 17.3 (d, JPC = 103.9 Hz), 14.2, 13.7 ppm; 31P NMR (CDCl3, 121.47 MHz) delta 43.07 ppm; HRMS (EI+) calcd for C14H21O4P 284.1177, found 284.1179.

Statistics shows that Ethyl 2-bromobenzoate is playing an increasingly important role. we look forward to future research findings about 6091-64-1.

Reference:
Article; Gavara, Laurent; Petit, Christelle; Montchamp, Jean-Luc; Tetrahedron Letters; vol. 53; 37; (2012); p. 5000 – 5003;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6091-64-1, name is Ethyl 2-bromobenzoate, 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 6091-64-1, COA of Formula: C9H9BrO2

General procedure: In a 10 mL schlenk tube with magnetic stirring bar, cercosporin(0.05 equiv), aryl halide 1 (0.2 mmol), arene 2 (20 equiv), DIPEA (4equiv) were dissolved in CH3CN (2 mL) and the resulting mixtures were placed under 23WCFL under N2 atmosphere. When the reaction was finished, the reaction mixture was washed with brine. The aqueous phase was reextracted with ethyl acetate. The combined organic extracts were dried over Na2SO4, concentrated in vacuum,and the resulting residue was purified by silica gel column chromatographyto afford the desired product 3.

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

Reference:
Article; Tang, Zhaocheng; Li, Jia; Lin, Fulin; Bao, Wenhao; Zhang, Shiwei; Guo, Baodang; Huang, Shuping; Zhang, Yan; Rao, Yijian; Journal of Catalysis; vol. 380; (2019); p. 1 – 8;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6091-64-1, name is Ethyl 2-bromobenzoate, 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 6091-64-1, Quality Control of Ethyl 2-bromobenzoate

General procedure: Then, the corresponding ester was refluxed with 85% hydrazine monohydrate in ethanol to get hydrazide 1.

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

Reference:
Article; Li, Chao; Liu, Jia-Chun; Li, Ya-Ru; Gou, Cheng; Zhang, Mei-Ling; Liu, Hong-Yan; Li, Xiao-Zhen; Zheng, Chang-Ji; Piao, Hu-Ri; Bioorganic and Medicinal Chemistry Letters; vol. 25; 15; (2015); p. 3052 – 3056;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 6091-64-1, 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. 6091-64-1, name is Ethyl 2-bromobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Example 4 To a solution (25 ml) of 2-(4-trifluoromethylphenyl)furan (3.18 g) in tetrahydrofuran was added dropwise n-butyl lithium (1.6 M solution in hexane, 10.0 ml) under an argon atmosphere at -78C. This mixed solution was heated to room temperature, and a solution (30 ml) of zinc chloride (2.25 g) in tetrahydrofuran was added. This mixture was stirred for 1 hr., and then ethyl 2-bromobenzoate (2.38 ml) and tetrakis (triphenylphosphine)palladium (0.433 g) were added. This mixture was stirred overnight under an argon atmosphere, and then poured into 0.5 M hydrochloric acid. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1, volume ratio) to give ethyl 2-[5-(4-trifluoromethylphenyl)-2-furyl]benzoate (2.54 g, yield 47%) as a pale-yellow oil. NMR (CDCl3) delta: 1.12 (3H, t, J = 7.2 Hz), 4.27 (2H, q, J = 7.2 Hz), 6.70 (1H, d, J = 3.6 Hz), 6.87 (1H, d, J = 3.6 Hz), 7.41 (1H, dt, J = 1.4, 7.4 Hz), 7.53 (1H, dt, J = 1.4, 7.4 Hz), 7.61-7.79 (6H, m).

The chemical industry reduces the impact on the environment during synthesis Ethyl 2-bromobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1405636; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics