Bicarbonate Ion → Tert-butyl 2-(benzamido)-4-(2-fluorophenyl)benzoate

Participants

Reaction Steps

56 mg of 2-fluorophenylboronic acid, 0.10 g of sodium, hydrogen carbonate, 0.6 mL of ethanol, 0.3 mL of wafer and 23 mg of tetrakis(triphenylphosphine)palladium(0) were added to 2.1 mL of toluene solution containing 0.15 g of tert-butyl 2-(benzamido)-4-bromobenzoate, and the resulting mixture was heated to reflux for 2 hours, lifter the reaction mixture was cooled to room temperature, 17 mg of 2-fluorophenylboronic acid and 23 mg of tetrakis(triphenylphosphine )palladium(0) were added and she resulting mixture was heated to reflux for 2 hours. After the reaction mixture was cooled to room temperature, toluene and a saturated sodium hydrogen carbonate aqueous solution were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [Flash Tube 2008 manufactured by Trikonex Company, eluent; hexane:ethyl acetate=10:1] to obtain tert-butyl 2-(benzamido)-4-(2-fluorophenyl)benzoate.

Provenance & Evidence