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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422296Generated: October 26, 2026

Ammonia → Methyl (alphaS)-alpha-amino-2-chlorobenzeneacetate

https://huagongshe.com/reaction/1422296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantBenzeneacetic acid, alpha-amino-2-chloro-, methyl ester, hydrochloride (1:1), (alphaS)-HCID 24887640—
SolventDichloromethaneHCID 6344—
ProductMethyl (alphaS)-alpha-amino-2-chlorobenzeneacetateHCID 11745652—

Reaction Steps

2.36 g (10-2 mol) of methyl (+)-(S)-α-amino-α-(2-chlorophenyl)acetate hydrochloride are introduced into 50 ml of ethyl acetate or of methylene chloride, and 20 ml of 1.5 M aqueous ammonia or of sodium bicarbonate at 5% are added. The medium is stirred, the organic phase is separated after settling out and the aqueous phase is extracted with 10 ml of ethyl acetate. The organic phases are pooled, treated with anhydrous sodium sulphate and concentrated under reduced pressure until distillate is absent. The residue consisting of methyl (+)-(S)-α-amino-α-(2-chlorophenyl)acetate is then taken up in 50 ml of acetic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06080875
Source datasetuspto-grants-2000_06
ORD IDord-52cbdf1be61241a4a712b4318971f073
Source noteuspto-grants-2000_06