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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175571Generated: October 27, 2026

Benzyl chloroformate → Ethyl 2-(((benzyloxy)carbonyl)(methyl)amino)acetate

https://huagongshe.com/reaction/2175571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
ReactantGlycine, N-methyl-, ethyl esterHCID 95849—
ReactantSodium BicarbonateHCID 516892—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-(((benzyloxy)carbonyl)(methyl)amino)acetateHCID 58562640—

Reaction Conditions

Temperature0 °C

Reaction Steps

A rapidly stirred mixture of ethyl acetate and saturated aqueous sodium bicarbonate containing commercially available commercially available 2 ethyl 2-(methylamino)acetate (1.91 g, 12.4 mmol, HCl salt) was cooled to 0° C. and treated dropwise with benzyl chloroformate (4.10 mL, 12.3 mmol). After stirring overnight warming to room temperature, the aqueous layer was removed and the organic layer concentrated in vacuo. Purification of the residue by flash chromatography (silica gel, DCM) yielded the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062048B2
Source datasetuspto-grants-2015_06
ORD IDord-262de40adfde4945be9f947e8d7f844a
Source noteuspto-grants-2015_06