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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113162Generated: October 29, 2026

Boron tribromide → 2-Chloro-4-(2,2,2-trifluoroethyl)phenol

https://huagongshe.com/reaction/2113162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant1-(Benzyloxy)-2-chloro-4-(2,2,2-trifluoroethyl)benzeneHCID 69051296—
SolventDichloromethaneHCID 6344—
Product2-Chloro-4-(2,2,2-trifluoroethyl)phenolHCID 57643431—

Reaction Conditions

Temperature-78 °C

Reaction Steps

1-Benzyloxy-2-chloro-4-(2,2,2-trifluoro-ethyl)benzene (4.0 g, 13.0 mmol) was dissolved in dichloromethane (50 mL) and cooled to −78° C. A solution of boron tribromide (1.0 M in CH2Cl2, 14.3 mL, 14.3 mmol) was added. The reaction mixture was warmed to 0° C., diluted with dichloromethane and washed with brine. After removal of solvent, the residue was chromatographed on silica gel eluting with 9:1 hexane:ethyl acetate to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524882B2
Source datasetuspto-grants-2009_04
ORD IDord-0711597848bf4024965615475c261c00
Source noteuspto-grants-2009_04