Trimethylsilyl cyanide → 2-(2'-Fluoro-4-hydroxy-5'-methoxybiphenyl-2-yl)-4,4-dimethylpentanenitrile

Participants

Reaction Steps

To a solution of 1-(2′-fluoro-5′-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)-3,3-dimethylbutan-1-ol (160 mg) and tris(pentafluorophenyl)borane (20 mg) in acetonitrile (3 mL) was added trimethylsilyl cyanide (81 μL), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with ethyl acetate. The diluted solution was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (97 mg) as a colorless oil.

Provenance & Evidence