Sodium Carbonate → 1,1'-Biphenyl-4-carboxylic acid,4'-(trifluoromethyl)-,ethyl ester

Participants

Reaction Steps

7.00 g (30.6 mmol) of ethyl 4-bromobenzoate are dissolved in 60 ml of 1,2-dimethoxyethane and, under argon, 6.96 g (36.7 mmol) of 4-trifluoromethylphenylboronic acid, 271 mg of bis(triphenyl-phosphine)palladium(II) chloride and 40.7 ml of a 2 M aqueous sodium carbonate solution are added. The reaction mixture is then stirred under reflux for 12 hours. The mixture is subsequently cooled, filtered through 1 g of Extrelute, washed with dichloromethane and the solvent is removed in vacuo. The resulting crude product is purified by flash chromatography on silica gel 60 (mobile phase: cyclohexane/dichloromethane 2:1). 6.31 g (21.4 mmol, 70% of theory) of the title compound are obtained.

Provenance & Evidence