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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474618Generated: October 31, 2026

Thionyl Chloride → 2-(4-Chloro-3-(trifluoromethyl)phenoxy)-5-(chloromethyl)benzonitrile

https://huagongshe.com/reaction/474618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2-(4-Chloro-3-(trifluoromethyl)phenoxy)-5-(hydroxymethyl)benzonitrileHCID 66825608—
SolventDichloromethaneHCID 6344—
Product2-(4-Chloro-3-(trifluoromethyl)phenoxy)-5-(chloromethyl)benzonitrileHCID 6777350090.7%

Reaction Steps

To the solution of 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-(hydroxymethyl)benzonitrile (500 mg, 1.526 mmol) in DCM (30 mL), was added thionyl chloride (1.671 mL, 22.89 mmol) dropwise. The mixture was stirred at room temperature for 2 h. After removing the solvent, the residue was dissolved in DCM, then washed with water twice, dried over Na2SO4, concentrated and purified via flash chromatography to afford the title compound (479 mg, 89% yield) as a white solid. LCMS: rt=3.45 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-e22c1460a6744edeaf4ff15571141693
Source noteuspto-grants-2014_01