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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 725655Generated: October 25, 2026

Diethyl Ether → 3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acid

https://huagongshe.com/reaction/725655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBenzyl chloroformateHCID 10387—
ReactantBeta-Aminoisobutyric AcidHCID 64956—
SolventTolueneHCID 1140—
SolventSodium HydroxideHCID 14798—
Product3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acidHCID 304274—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 41.7 ml of chloroformic acid benzyl ester (90%) in toluene is added to 25 g of 3-amino-2(R,S)-methylpropionic acid in 533 ml of 1N sodium hydroxide at 0° C. The reaction mixture is then stirred for 30 minutes at 0° C. After the addition of 400 ml of diethyl ether, the aqueous phase is removed and 140 ml of 4N hydrochloric acid are added. The crude title compound is obtained from the organic phase by extraction with diethyl ether: Rf (dichloromethane/methanol=8:2)=0.41.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05705658
Source datasetuspto-grants-1998_01
ORD IDord-fc361ff62aed4ddea9fce955975be3a7
Source noteuspto-grants-1998_01