Sodium Bicarbonate → HCID 66990567, compound

Participants

Reaction Steps

Water (0.42 mL), 2-furanboronic acid (0.040 g), sodium bicarbonate (0.060 g), and bis(triphenylphosphine)palladium(II) dichloride (4 mg) were added to an ethylene glycol dimethyl ether (1.4 mL) suspension of methyl 2-(2-acetoxy-5-bromobenzamido)-4-phenylbenzoate (0.14 g), followed by heating to reflux under a nitrogen atmosphere for 1 hour and 10 minutes. The reaction mixture was cooled to room temperature, and water and ethyl acetate were added thereto. The insoluble substance was removed by filtration. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 95-70% hexane/ethyl acetate] and further purified by silica gel column chromatography [eluent: 90-70% hexane/ethyl acetate] to obtain 0.073 g of methyl 2-(2-acetoxy-5-(furan-2-yl)benzamido)-4-phenylbenzoate.

Provenance & Evidence