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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1870786Generated: October 26, 2026

Thionyl Chloride → 4-Chloro-1-(chloromethyl)-2-fluorobenzene

https://huagongshe.com/reaction/1870786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(4-Chloro-2-fluorophenyl)methanolHCID 2773609—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-1-(chloromethyl)-2-fluorobenzeneHCID 14877933—

Reaction Steps

Then, 16.5 g of 4-chloro-2-fluorobenzylalcohol was dissolved in 150 ml of tetrahydrofuran and 1 ml of pyridine, to which 10 ml of thionyl chloride was added dropwise at 5° C., and the mixture was stirred for 2.5/6 hours. After cormpletion of the reaction, the reaction mixture was concentrated, and the precipitated crystals were collected by filtration. The filtrate was subjected to silica gel column chromatography, which afforded 18.5 g of 4-chloro-2-fluorobenzyl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100257
Source datasetuspto-grants-2000_08
ORD IDord-1a1c681692594825969273d9bd98fa08
Source noteuspto-grants-2000_08