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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859211Generated: October 30, 2026

Water → (RS)-{1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidin-3-yl}-carbamic acid methyl ester

https://huagongshe.com/reaction/859211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
Reactant(RS)-4-amino-1-[4-(3-fluoro-benzyloxy)-phenyl]-pyrrolidin-2-one hydrochlorideHCID 68614460—
SolventDichloromethaneHCID 6344—
Product(RS)-{1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidin-3-yl}-carbamic acid methyl esterHCID 1042846276.5%

Reaction Steps

A solution of 250 mg (0.74 mmol) of (RS)-4-amino-1-[4-(3-fluoro-benzyloxy)-phenyl]-pyrrolidin-2-one hydrochloride [Example 1f)] in 12 ml of dichloromethane is cooled to 0° C. and successively treated with 226 μl (1.6 mmol) of triethylamine and 64 μl (0.8 mmol) of methyl chloroformate. The mixture is left to warm to RT and stirred for 1 hour. For the working-up, dichloromethane and water are added to the reaction mixture. The organic layer is separated, dried over sodium sulfate, and evaporated. There are obtained 203 mg (76% of theory) of (RS)-{1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidin-3-yl}-carbamic acid methyl ester as a white solid. MS: m/e=359 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151111B2
Source datasetuspto-grants-2006_12
ORD IDord-68e38b5ce4c8483bb4f257f2c42c5b93
Source noteuspto-grants-2006_12