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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595374Generated: October 26, 2026

Thionyl Chloride → N-((4-(chloromethyl)phenyl)methyl)acetamide

https://huagongshe.com/reaction/1595374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantN-(4-(hydroxymethyl)benzyl)acetamideHCID 15550683—
SolventChloroformHCID 6212—
ProductN-((4-(chloromethyl)phenyl)methyl)acetamideHCID 15550682—

Reaction Steps

To a solution of N-(4-hydroxymethylphenylmethyl)acetamide (1.5 g) in chloroform (50 ml) was added thionyl chloride (0.73 ml) and the mixture was refluxed under heating for 1 hr. The solvent was evaporated and the obtained residue was crystallized from ethyl acetate to give the objective N-(4-chloromethylphenylmethyl)acetamide (1.8 g) as pale-yellow crystals, melting point 116-118° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288061B1
Source datasetuspto-grants-2001_09
ORD IDord-45ec43753e69468cb70187982f308366
Source noteuspto-grants-2001_09