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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202188Generated: October 29, 2026

Benzyl Bromide → N-Benzylnormechlorethamine

https://huagongshe.com/reaction/2202188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantBis(2-chloroethyl)amine hydrochlorideHCID 522769—
SolventAcetonitrileHCID 6342—
ProductN-BenzylnormechlorethamineHCID 592865.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

21 g (152 mmol) of potassium carbonate and then 8 ml (67 mmol) of benzyl bromide are added to a solution of 10 g (56 mmol) of bis(2-chloroethyl)amine hydrochloride in 130 ml of acetonitrile, and then the reaction medium is heated at 60° C. for 24 h. After filtration, the filtrate is concentrated under vacuum. The crude residue is purified by chromatography on silica gel, elution being carried out with a 90/10 heptane/ethyl acetate mixture, to give 8.5 g (65%) of benzylbis(2-chloroethyl)amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365529B2
Source datasetuspto-grants-2016_06
ORD IDord-fd3f539bf9ba44f2b6586271b71a8141
Source noteuspto-grants-2016_06