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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 256769Generated: October 25, 2026

Hydrochloric Acid → N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamide

https://huagongshe.com/reaction/256769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantDiphosgeneHCID 10426—
ReactantThionyl ChlorideHCID 24386—
ReactantN-MethylformamideHCID 31254—
Reactant2-Phenoxybenzoic acidHCID 75237—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductN-methyl-2-(2-phenoxyphenyl)-2-oxoacetamideHCID 1178009161%

Reaction Conditions

Temperature10 °C

Reaction Steps

N-Methylformamide (2.36 g, 40.0 mmol) and triethyl amine (8.08 g, 80.0 mmol) were dissolved in toluene (40 ml). Trichloromethylchloroformate (3.96 g, 20.0 mmol) was added dropwise slowly under ice-cooling while maintaining the inner temperature at 10° C. or lower. The mixture was stirred at the same temperature for 1 hour. A large amount of insoluble materials were precipitated. To the mixture was added 2-phenoxybenzoyl chloride which was prepared from 2-phenoxybenzoic acid (4.28 g, 20.0 mmol) and thionyl chloride (2.86 g, 24.0 mmol). The resulting mixture was stirred at bath temperature of 40° to 50° C. for 26 hours. 5N-Hydrochloric acid (12 ml) and acetone (20 ml) were added, and the mixture was stirred for 12 hours. Water was added to the mixture, which was then extracted with toluene and purified by column chromatography on silica gel to obtain the title compound (3.11 g, Yield: 61.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05258551
Source datasetuspto-grants-1993_11
ORD IDord-fce1158198784bd78811a8322f558a03
Source noteuspto-grants-1993_11