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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 264958Generated: October 26, 2026

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

https://huagongshe.com/reaction/264958

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 numberUS05646143
Source datasetuspto-grants-1997_07
ORD IDord-479d9b550e9a4bdfb9e5eb8ca5818ecf
Source noteuspto-grants-1997_07