Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1598322Generated: November 2, 2026

Thionyl Chloride → N-(2-Chloroethyl)-N-methylbenzylamine hydrochloride

https://huagongshe.com/reaction/1598322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantN-Benzyl-N-methylethanolamineHCID 66876—
SolventChloroformHCID 6212—
ProductN-(2-Chloroethyl)-N-methylbenzylamine hydrochlorideHCID 12822620—

Reaction Conditions

Temperature0 °C

Reaction Steps

N-Benzyl-N-methylethanolamine (200 ml) was dissolved in chloroform (600 ml). The solution was cooled to 0° C. with stirring and then thionyl chloride (100 ml) was added dropwise, with stirring, at a rate such that the temperature of the reaction mixture was kept below 15° C. The mixture was boiled under reflux for 2 hours and then evaporated to dryness. The solid residue was triturated with ether, filtered and dried to give N-benzyl-2-chloro-N-methylethylamine hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736568
Source datasetuspto-grants-1998_04
ORD IDord-7aaf8ee8c0f24eb8ac6b690a1b9a6149
Source noteuspto-grants-1998_04