Ethanone, 2-chloro-1-(3-chlorophenyl)- → 2-Chloro-1-(3-chloro-phenyl)-ethanol

Participants

Reaction Steps

2-Chloro-3′-chloroacetophenone (94.5 mg; 0.5 mmol) and a formic acid/triethylamine azeotropic mixture (0.1 ml) were added to a solution of chloro(pentamrethylcyclopentadienyl)iridium (III) (1R,2R)-N-(p-toluenesulfonyl)-1,2-diaminocyclohexane (3.5 mg, 0.0005 mmol, s/c=100) in ethyl acetate (0.5 ml), followed by stirring at room temperature for 16 hours. After completion of the reaction, the reaction mixture was purified by silica gel column chromatography to give a desired compound, (+)-2-chloro-1-(3′-chlorophenyl)ethanol (88.5 mg; yield: 92.7%; optical purity: 91.0%).

Provenance & Evidence