Ethanol → Tert-butyl 2-(benzamido)-4-(4-nitrophenyl)benzoate

Participants

Reaction Steps

0.11 g of 4-nitrophenylboronic acid, 0.11 g of sodium hydrogen carbonate, 1.2 mL of ethanol, 0.6 mL of water and 31 mg of tetrakis(triphenylphosphine)palladium(0) were added to 4.0 mL of toluene solution containing 0.20 g of tert-butyl 2-(benzamido)-4-bromobenzoate, and the resulting mixture was heated to reflux under nitrogen atmosphere for 3 hours. A saturated sodium hydrogen carbonate aqueous solution was added after the reaction mixture was cooled to room temperature. 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 [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate=10:1] to obtain 40 mg of tert-butyl 2-(benzamido)-4-(4-nitrophenyl)benzoate as white solid.

Provenance & Evidence