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ChemicalBook CAS DataBase List N-ISOPROPYL-2-CHLOROACETAMIDE
2895-21-8

N-ISOPROPYL-2-CHLOROACETAMIDE synthesis

3synthesis methods
Isopropylamine

75-31-0

Chloroacetyl chloride

79-04-9

N-ISOPROPYL-2-CHLOROACETAMIDE

2895-21-8

The general procedure for the synthesis of N-isopropylchloroacetamide from isopropylamine and chloroacetyl chloride was as follows: isopropylamine (236.4 mg, 4.0 mmol) was dissolved in 4 mL of dichloromethane, followed by the addition of anhydrous potassium carbonate (663.4 mg, 4.8 mmol). The reaction flask was cooled in an ice bath and chloroacetyl chloride (451.8 mg, 4.0 mmol) was slowly added dropwise through a dropping funnel. After the dropwise addition, the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, 10 mL of ice water was added to quench the reaction. The aqueous phase was extracted with dichloromethane and the organic phases were combined, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give a white solid product without further purification. The yield was 70.3%.

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Yield: 85%

Reaction Conditions:

with triethylamine in dichloromethane at -10 - 20; for 3 h;Inert atmosphere;

References:

Wu, Chun-Fang;Zhao, Xin;Lan, Wen-Xian;Cao, Chunyang;Liu, Jin-Tao;Jiang, Xi-Kui;Li, Zhan-Ting [Journal of Organic Chemistry,2012,vol. 77,# 9,p. 4261 - 4270] Location in patent:experimental part

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