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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1164352Generated: October 31, 2026

Dimethylformamide → 1-(Chloromethyl)-4-fluoro-2-methylbenzene

https://huagongshe.com/reaction/1164352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant(4-Fluoro-2-methylphenyl)methanolHCID 3872017—
SolventTolueneHCID 1140—
Product1-(Chloromethyl)-4-fluoro-2-methylbenzeneHCID 20511816100%

Reaction Steps

To 14.3 parts of thionyl chloride is added dropwise a solution of 14 parts of 4-fluoro-2-methylbenzenemethanol and 0.9 parts of N,N-dimethylformamide in 45 parts of methylbenzene while cooling in ice-water. Then there are added 135 parts of methylbenzene and stirring is continued for 1 hour at room temperature. The reaction mixture is evaporated, yielding 17 parts (100%) of 1-(chloromethyl)-4-fluoro-2-methylbenzene as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04369184
Source datasetuspto-grants-1983_01
ORD IDord-d91ea89eefb84bd78f5f2ceb30f9874d
Source noteuspto-grants-1983_01