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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414262Generated: November 2, 2026

Water → methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate

https://huagongshe.com/reaction/2414262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantPhosphorus tribromideHCID 24614—
Reactantmethyl N-(2-chloro-5-hydroxymethylbenzyl)carbamateHCID 22645125—
Solvent1,2-DimethoxyethaneHCID 8071—
Productmethyl N-(5-bromomethyl-2-chlorobenzyl)carbamateHCID 22645123209%

Reaction Steps

6.2 g of methyl N-(2-chloro-5-hydroxymethylbenzyl)carbamate was dissolved in 50 ml of ethylene glycol dimethyl ether, and 2.7 g of phosphorus tribromide was dropwise added to this solution at −20° C., followed by stirring at room temperature for 1 hour. After completion of the reaction, water was added to the reaction solution, extraction with ethyl acetate was carried out, followed by washing with an aqueous sodium hydrogencarbonate solution, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 6.1 g of methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06812229B1
Source datasetuspto-grants-2004_11
ORD IDord-37e4f85fd98944f39e6f909f7c23875f
Source noteuspto-grants-2004_11