Sodium Carbonate → (2-{Difluoro-[4'-(trifluoromethyl)biphenyl-4-yl]methoxy}-5-fluorophenyl)methanol

Participants

Reaction Steps

473 mg (1.36 mmol) of {2-[(4-bromophenyl)(difluoro)methoxy]-5-fluorophenyl}methanol from Example 39A are dissolved in 8 ml of 1,2-dimethoxyethane and, under argon, 362.6 mg (1.91 mmol) of 4-trifluoromethylphenylboronic acid, 67 mg of bis(triphenylphosphine)-palladium(II) chloride and 1.5 ml of a 2 M solution of sodium carbonate in water are added. The reaction mixture is then stirred under reflux for 12 hours. The mixture is subsequently cooled, filtered through 5 g of Celite, washed with dichloromethane and concentrated. The resulting crude product is purified by silica gel chromatography (mobile phase: cyclohexane/ethyl acetate 10:1). 532 mg (1.29 mmol, 90% purity, 85% yield) of a colorless oil are obtained.

Provenance & Evidence