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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040537Generated: November 1, 2026

Thionyl Chloride → 1-Chloro-4-(chloromethyl)-2-(trifluoromethyl)benzene

https://huagongshe.com/reaction/2040537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-Chloro-3-(trifluoromethyl)benzyl alcoholHCID 2778111—
Product1-Chloro-4-(chloromethyl)-2-(trifluoromethyl)benzeneHCID 1309426297.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

(4-Chloro-3-(trifluoromethyl)phenyl)methanol (5.1 g, 24.22 mmol) was added in small portions to thionyl chloride (20 mL, 275 mmol). The reaction mixture was stirred at 50° C. for 18 h and heated under reflux for 23 h. The mixture was concentrated and dried under high vacuum to give the title compound as a colorless liquid (5.41 g). 1H NMR (400 MHz, CDCl3) δ ppm 4.58 (s, 2H), 7.50-7.51 (m, 2H), 7.71 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580841B2
Source datasetuspto-grants-2013_11
ORD IDord-5ce95d9aada44771b6d02b51d1d37960
Source noteuspto-grants-2013_11