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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705860Generated: October 31, 2026

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

https://huagongshe.com/reaction/705860

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 numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-52858346b9324b8981a0665c25bcb0bd
Source noteuspto-grants-2015_11