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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596458Generated: November 3, 2026

Benzyl chloroformate → benzyl N-(2-bromoethyl)carbamate

https://huagongshe.com/reaction/1596458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
Reactant2-Bromoethylamine hydrobromideHCID 2774217—
Solvent1,4-DioxaneHCID 31275—
SolventNaOH dioxaneHCID 18323598—
Productbenzyl N-(2-bromoethyl)carbamateHCID 27869492%

Reaction Steps

A solution of CBz-Cl (7.7 mL; 54 mmol) in dioxane (5 mL) was added to a cold (0° C.) stirred solution of 2-bromoethylamine hydrobromide (10.0 g; 49 mmol) in 40 mL 1M NaOH:dioxane (3:1) under Schotten-Bauman conditions. The reaction mixture was allowed to attain rt. and extracted with CHCl3. The organic layer was separated, concentrated and purified by column chromatography (CHCl3) to give the sub-title compound in a 92% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291475B1
Source datasetuspto-grants-2001_09
ORD IDord-0734068bfeb844ec94cec84a9b0230f2
Source noteuspto-grants-2001_09