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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095951Generated: November 3, 2026

Boron tribromide → 4-Chloro-3-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenol

https://huagongshe.com/reaction/1095951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant3-(2-Chloro-5-methoxy-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-olHCID 25254452—
SolventDichloromethaneHCID 6344—
Product4-Chloro-3-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenolHCID 2525460381.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

3-(2-Chloro-5-methoxy-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-ol (293 mg) was dissolved in CH2Cl2 (30 mL) and cooled to 0° C. A solution of boron tribromide (1M in CH2Cl2, 3.08 mL) was added dropwise and stirring was continued at 0° C. for 1 hour. The reaction mixture was diluted with CH2Cl2, extracted with sat. NaHCO3 solution and brine, dried over Na2SO4 and evaporated. The residue was purified by flash chromatography (silica gel, ethyl acetate in heptane=3:7) to give the title compound as a colorless solid (230 mg, 81%). MS (m/e)=366.0 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138189B2
Source datasetuspto-grants-2012_03
ORD IDord-62cee03a53b2496984319eb90126e772
Source noteuspto-grants-2012_03