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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871817Generated: October 25, 2026

Water → t-Butyl N-(2-benzoylphenyl)-N-(p-toluenesulfonyl)aminoacetate

https://huagongshe.com/reaction/1871817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantN-(2-Benzoylphenyl)-4-methylbenzenesulfonamideHCID 233206—
SolventDimethylformamideHCID 6228—
Productt-Butyl N-(2-benzoylphenyl)-N-(p-toluenesulfonyl)aminoacetateHCID 1868880795.4%

Reaction Steps

To a stirred solution of 5.0 g of compound H in 10 cc of dimethylformamide was added 0.56 g of 63% sodium hydride in 5 cc of dimethylformamide under ice-cooling and the mixture was stirred for 30 minutes. Then, 2.3 cc of t-butyl bromoacetate was added dropwise at the same temperature and stirring was continued for 16 hours. Water was added to the reaction mixture and the desired compound was extracted with ethyl acetate. The extract was washed with water and dried over magnesium sulfate. The solvent was distilled off and the crude product thus obtained was washed with hexane to obtain 6.31 g of compound I. Yield: 95.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE036832
Source datasetuspto-grants-2000_08
ORD IDord-aa24dcc414ce4a0db5e75eb596a02395
Source noteuspto-grants-2000_08