2-chloro-N-(2,2,2-trifluoroethyl)acetamide

To a 500 ml four-necked flask, 30.4 g (759.3 mmol) of sodium hydroxide and 50 g of water were added, dissolved at room temperature, and then cooled to 5 ° C. A solution prepared by dissolving 50 g (370.4 mmol) of 2, 2, 2-trifluoroethylamine hydrochloride in 60 g of water was added dropwise thereto at 5 ° C. After 85 g of tert-butyl methyl ether was added and stirred for 30 minutes, a solution of 43.9 g (388.9 mmol) of chloroacetyl chloride dissolved in 15 g of tert-butyl methyl ether was added dropwise while keeping at 5 ° C. The reaction solution was heated to 10 ° C. and stirred for 1 hour. After disappearance of 2, 2, 2-trifluoroethylamine was confirmed by gas chromatography, the temperature was raised to room temperature and liquid separation was carried out. The aqueous layer was extracted with 100 g of tert-butyl methyl ether, the organic layers were combined, the solvent was distilled off under reduced pressure to adjust the liquid volume, and 2-chloro-N- (2, 2, 2-trifluoroethyl) acetamide Of a tert-butyl methyl ether solution was obtained. As a result of the internal standardization by high performance liquid chromatography, the yield was 65 g, the yield was 100percent, and the concentration was 25.1 wtpercent. The melting point of 2-chloro-N- (2, 2, 2-trifluoroethyl) acetamide taken out by dropping the obtained solution in heptane and crystallizing it was 53.8 ° C. (DSC).Into a 50 ml four-necked flask, 1.49 g of 2, 2, 2-trifluoroethylamine, 3.0 g of tert-butyl methyl ether and 2.0 g of water, and the mixture was stirred under a nitrogen atmosphere and ice cooling. Thereto was dropwise added 0.56 g (5.0 mmol) of chloroacetyl chloride in 0.56 g of tert-butyl methyl ether at a temperature not exceeding 10 ° C., and the mixture was stirred for 30 minutes. Thereafter, the reaction solution was separated into an organic layer and an aqueous layer, the aqueous layer was extracted with 8 ml of tert-butyl methyl ether, and the organic layers were combined. The obtained organic layer was evaporated under reduced pressure and further dried under reduced pressure to obtain 0.83 g of the desired product as a yellow solid. Analysis of the obtained solid by gas chromatography showed that the area percentage was 98.9percentTo a 500 ml four-necked flask, 30.4 g (759.3 mmol) of sodium hydroxide and 50 g of water were added, dissolved at room temperature, and then cooled to 5 ° C. A solution prepared by dissolving 50 g (370.4 mmol) of 2, 2, 2-trifluoroethylamine hydrochloride in 60 g of water was added dropwise thereto at 5 ° C. After 85 g of tert-butyl methyl ether was added and stirred for 30 minutes, a solution of 43.9 g (388.9 mmol) of chloroacetyl chloride dissolved in 15 g of tert-butyl methyl ether was added dropwise while keeping at 5 ° C. The reaction solution was heated to 10 ° C. and stirred for 1 hour. After disappearance of 2, 2, 2-trifluoroethylamine was confirmed by gas chromatography, the temperature was raised to room temperature and liquid separation was carried out. The aqueous layer was extracted with 100 g of tert-butyl methyl ether, the organic layers were combined, the solvent was distilled off under reduced pressure to adjust the liquid volume, and 2-chloro-N- (2, 2, 2-trifluoroethyl) acetamide Of a tert-butyl methyl ether solution was obtained. As a result of the internal standardization by high performance liquid chromatography, the yield was 65 g, the yield was 100percent, and the concentration was 25.1 wtpercent. The melting point of 2-chloro-N- (2, 2, 2-trifluoroethyl) acetamide taken out by dropping the obtained solution in heptane and crystallizing it was 53.8 ° C. (DSC).Into a 50 ml four-necked flask, 1.49 g of 2, 2, 2-trifluoroethylamine, 3.0 g of tert-butyl methyl ether and 2.0 g of water, and the mixture was stirred under a nitrogen atmosphere and ice cooling. Thereto was dropwise added 0.56 g (5.0 mmol) of chloroacetyl chloride in 0.56 g of tert-butyl methyl ether at a temperature not exceeding 10 ° C., and the mixture was stirred for 30 minutes. Thereafter, the reaction solution was separated into an organic layer and an aqueous layer, the aqueous layer was extracted with 8 ml of tert-butyl methyl ether, and the organic layers were combined. The obtained organic layer was evaporated under reduced pressure and further dried under reduced pressure to obtain 0.83 g of the desired product as a yellow solid. Analysis of the obtained solid by gas chromatography showed that the area percentage was 98.9percent

Molecular Weight:175.54
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:175.0011760
Monoisotopic Mass:175.0011760
Topological Polar Surface Area:29.1
Heavy Atom Count:10
Complexity:124
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes