Category: 57486-68-7

These common heterocyclic compound, 57486-68-7, name is Methyl 2-chlorophenylacetate, 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. category: esters-buliding-blocks

EXAMPLE 35 Preparation of 1-(o-Chlorophenyl)-3-azabicyclo[3.1.0]hexane hydrochloride A stirred mixture of 36.9 g of methyl o-chlorophenylacetate, 36.0 g of N-bromosuccinimide, and 2 drops of 48% hydrobromic acid in 500 ml of carbon tetrachloride is refluxed for 20 hours and then filtered through magnesium silicate. Evaporation under reduced pressure gives methyl alpha-bromo-o-chlorophenylacetate as a straw-colored liquid.

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

Reference:
Patent; American Cyanamid Company; US4131611; (1978); A;,
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Reference of 57486-68-7,Some common heterocyclic compound, 57486-68-7, name is Methyl 2-chlorophenylacetate, molecular formula is C9H9ClO2, 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 stirred solution of the Methyl 2-chlorophenylacetate (0,86 ml; 5,31 mmol) in dichloromethane (10,2 ml; 159 mmol) are added N- bromosuccinimide (1.04 g; 5.84 mmol) and azobisisobutyronitrile (43,6 mg; 0,27 mmol) at room temperature and the mixture is stirred at 100 C for 16 h under argon atmosphere. The reaction mixture is cooled down to room temperature. The mixture is diluted with diethyl ether and filtered. The filtrate is evaporated to dryness. The oily residue containing solid succinimid is diluted with heptane and filtered again. The solvent is removed to afford Bromo-(2-chloro-phenyl)-acetic acid methyl ester (1.38 g; 4.56 mmol; 86 % of theory). 1H NMR (500 MHz, Chloroform-d) delta 7.69 (dd, J = 7.6, 1.8 Hz, 1H), 7.31 (dd, J = 7.6, 1.7 Hz, 1H), 7.24 (td, J = 7.6, 1.7 Hz, 1H), 7.21 (dd, J = 7.5, 1.8 Hz, 1H), 5.84 (s, 1H), 3.74 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-chlorophenylacetate, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; DOBELMANN-MARA, Lars; RIEDMUELLER, Stefan; SCHRAUB, Martin; (166 pag.)WO2018/149853; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 57486-68-7,Some common heterocyclic compound, 57486-68-7, name is Methyl 2-chlorophenylacetate, molecular formula is C9H9ClO2, 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.

EXAMPLE 31 1-(o-Chlorophenyl)-3-azabicyclo[3.1.0]hexane hydrochloride A stirred mixture of 36.9 g. of methyl o-chlorophenylacetate, 36.0 g. of N-bromosuccinimide, and 2 drops of 48% hydrobromic acid in 500 ml. of carbon tetrachloride is refluxed for 20 hours and then filtered through magnesium silicate. Evaporation under reduced pressure gives methyl alpha-bromo-o-chlorophenylacetate as a straw-colored liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-chlorophenylacetate, its application will become more common.

Reference:
Patent; American Cyanamid Company; US4435419; (1984); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 57486-68-7, 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 57486-68-7 as follows.

General procedure: General synthetic procedure for the key lactone intermediates II (6a-6k), for example 6a.2-(O-tolyl) acetic acid (0.15 g, 1 mmol) was dissolved in 15 mL of methanol, slowly add 2-3 drops ofconcentrated sulfuric acid, then refluxing for 8 h and monitored by TLC, after the reaction is completed,the solvent methanol was removed by rotary evaporation, 30 mL of water was added to the residueand stirred, extracted three times with ethyl acetate, washed with water, dried and concentrated to givecompound 5a. The obtained compound 5a was placed in a round bottom flask, and 1.2 eq of methylglycolate, 20 mL of tetrahydrofuran, and 2.2 eq of potassium t-butoxide were added, refluxing andstirring the reaction and monitored by TLC, after the reaction is completed, 50 mL of water was addedto the residue and stirred, adjust the pH of the solution to 5-6, then extracted three times with ethylacetate, washed with water, dried and concentrated to obtain key lactone intermediates II (6a)

According to the analysis of related databases, 57486-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bao, Longzhu; Wang, Shuangshuang; Song, Di; Wang, Jingjing; Cao, Xiufang; Ke, Shaoyong; Molecules; vol. 24; 7; (2019);,
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Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 57486-68-7, name is Methyl 2-chlorophenylacetate, 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. Product Details of 57486-68-7

To a stirred solution of 54 (300 mg, 1.75 mmol) and methyl 2-(2- chlorophenyl)acetate 55 (325 mg, 1.75 mmol) in dry DMA (4 mL), KF/AI2O3 (1800 mg, 40 wt %) was added and the reaction mixture was stirred at room temperature for 2 h. After completion the reaction mixture was filtered through celite and the residual solid was washed with DCM and filtrate was concentrated. The residue was purified by column chromatography using silica gel (20 % EtOAc/Hexane) to give 56 (400 mg, 75%) as white solid. lH NMR (400 MHz, CDCb) delta (ppm) 8.54 (s, 1H), 7.72 (s, 1H), 7.44-7.39 (m, 1H), 7.34-7.26 (m, 4H), 3.65 (s, 3H).

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

Reference:
Patent; UNIVERSITY OF HOUSTON SYSTEM; TRUSTEES OF TUFTS COLLEGE; CUNY, Gregory; NIKHAR, Sameer; DEGTEREV, Alexei; (78 pag.)WO2018/213219; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 57486-68-7, name is Methyl 2-chlorophenylacetate, molecular formula is C9H9ClO2, 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. category: esters-buliding-blocks

General procedure: 5.2.1 5,6-Dichloro-1,3-dihydro-3-(4-chlorophenyl)-indole-2-one (3) Sodium hydrate 60% (2.85 g, 71.2 mmol) at -10 C and under nitrogen atmosphere was suspended in N,N-dimethylformamide (DMF) (45 ml) before being added to a solution of 1,2-dichloro-4-fluoro-5-nitrobenzene (5 g, 23.8 mmol) and methyl-4-chlorophenyl acetate (4.4 g, 23.8 mmol). in DMF (70 ml) The mixture was stirred at -5 C for 2 h and then allowed to warm up to room temperature. After quenching with ice, an aqueous solution of 10% NH4Cl was added and the mixture was partitioned between EtOAc and water. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified using column chromatography on silica gel (hexane/EtOAc = 3/1) to give 1,2-dichloro-4-[2-(methy-l-4-chlorophenyl acetate)]-5-nitrobenzene (3.18 g, 36%) as a colourless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57486-68-7, its application will become more common.

Reference:
Article; Puleo, Letizia; Marini, Pietro; Avallone, Roberta; Zanchet, Marco; Bandiera, Silvio; Baroni, Marco; Croci, Tiziano; Bioorganic and Medicinal Chemistry; vol. 20; 18; (2012); p. 5623 – 5636;,
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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.

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Reference:
Patent; Anhui Jiuyi Agricultural Co., Ltd.; Shen Yunhe; Xiong Guoyin; Yu Zhenglian; Zhao Xiaojun; Zhou Quanquan; Fan Fuyun; (12 pag.)CN109369549; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 57486-68-7,Some common heterocyclic compound, 57486-68-7, name is Methyl 2-chlorophenylacetate, molecular formula is C9H9ClO2, 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.

Reference Example Al4; (1) To a solution of methyl 2-chlorophenylacetate (10 g) in dimethylformamide (150 mL) was added N, N- dimethylformamide dimethylacetal (14.4 mL) , and the mixture was stirred at 85C overnight. After cooling to room temperature, to the reaction mixture was added ethyl acetate and water. After stirring, the organic layer was separated, dried over sodium sulfate and filtered, and the filtrate was concentrated in vacuo. The residue was diluted with acetic acid (18 mL) , and -thereto were added 3- amino-4-ethoxycarbonyl-lH-pyrazole (8.4 g) and piperidine(1.1 mL) . The mixture was stirred at 800C for 3.5 hours.After cooling to room temperature, to the reaction mixture were added ethyl acetate and water. The mixture was stirred and filtered, and the resultant -? precipitates were dried to give 3- [2- (2-chlorophenyl) -2-methoxycarbonyl- vinylamino] -4-ethoxycarbonyl-lH-pyrazole (11.8 g, yield: 62%) as a powder. MS(APCI)m/z; 350/352 [M+H]+; Reference Example A14B; To a solution of methyl 2-chlorophenylacetate (25 g) in dimethylformamide (400 itiL) was added N, N- dimethylformamide diralphaethylacetal (36 itiL) , and the mixture was stirred at 90 C overnight. After cooling to room temperature, to the reaction mixture were added ethyl acetate and water. After stirring, the organic layer was separated, dried over magnesium sulfate and filtered, and the filtrate was concentrated in vacuo. The residue was diluted with acetic acid (60 itiL) , and thereto was added 3- amino~4-ethoxycarbonyl-5-methyl-lH-pyrazole (19.7 g) . The mixture was stirred at 1200C overnight. After cooling the reaction mixture to room temperature, the precipitates were collected by filtration, washed with ethyl acetate/diisopropylether (1/1) and dried to give 6- (2- chlorophenyl) -3-ethoxycarbonyl-2-methyl-7-oxo-4 , 7- dihydropyrazolo [1, 5-a] pyrimidine (26.0 g) as a powder. MS(APCI)m/z; 332/334 [M+H]+

The synthetic route of 57486-68-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; WO2008/4698; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 57486-68-7, 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. 57486-68-7, name is Methyl 2-chlorophenylacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A dark red solution of (2-chlorophenyl)acetic acid methyl ester (TCI, 1.53 mL, 10.0 mmol), NIS (2.36 g, 10.5 mmol) and AuCl3 (152 mg, 0.50 mmol) in DCE (25 mL) was stirred at reflux under Ar for 18 h. The solution was cooled to RT, NIS (563 mg, 2.50 mmol) added and the purple solution stirred at reflux for 2 h. The solution was cooled to RT, filtered through Celite and the filtercake washed with DCM. The combined organics were concentrated in vacuo to leave a solid that was dissolved in diethyl ether (50 mL), washed with water (2 x 50 mL), brine (50 mL), dried (Na2S04), filtered and concentrated in vacuo to leave a purple oil (3.0 g). FCC, using 2-7% EtOAc in cyclohexane, gave the title compound as a clear oil (1.07 g, 34%) and a clear oil (mixed fractions, 814 mg, 26%). LCMS (Method 3): Rt 4.09 min, m/z 311 [MH+].

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

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; ALCARAZ, Lilian; HURLEY, Christopher; CRIDLAND, Andrew, Peter; JENNINGS, Andrew, Stephen, Robert; WO2014/195402; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 57486-68-7, name is Methyl 2-chlorophenylacetate, I believe this compound will play a more active role in future production and life. 57486-68-7

General procedure: The oil was thendissolved in EtOH, and NH2NH2.H2O (3 eq) was added.The mixture was refluxed for 10 h. CH2Cl2 (30 mL) was thenadded and extracted with distilled H2O (3 ¡Á 20 mL). Theorganic phase was separated, dried on anhydrous Na2SO4,and evaporated under vacuum to afford correspondinghydrazide 7a in very good yield (white solid, 1.02g, 93%)

The chemical industry reduces the impact on the environment during synthesis 57486-68-7. I believe this compound will play a more active role in future production and life.

Reference:
Article; Vu, Vu Van; Nhung, Trinh Thi; Thanh, Nguyen Thi; Chinh, Luu Van; Tien, Vu Dinh; Thuy, Vu Thu; Thi Thao, Do; Nam, Nguyen Hai; Koeckritz, Angela; Vu, Tran Khac; Journal of Chemistry; vol. 2017; (2017);,
Ester – Wikipedia,
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