Toluene → HCID 57879393, compound

Participants

Reaction Conditions

Reaction Steps

51 mg of 4-acetylphenylboronic acid, 61 mg of sodium hydrogen carbonate and 12 mg of tetrakis(triphenylphosphine)palladium(0) were added to a mixed solution of 2.0 mL of toluene, 0.6 mL of ethanol and 0.4 mL of water containing 70 mg of methyl 2-(benzamido)-1-bromobenzoate, and stirred under pressure at 160° C. for 5 minutes. After the reaction mixture was cooled to room temperature, insoluble were removed by filtration, ethyl acetate and 0.5 mol/L hydrochloric acid were added and a solid substance was separated by filtration. The obtained solid substance was added to a mixed solution of 1.0 mL of 2.0 mol/L aqueous sodium hydroxide and 5.0 mL of ethanol and stirred at room temperature for 1 hour and 30 minutes. 0.6 mol/L hydrochloric acid and ethyl acetate were added to the reaction mixture. The organic layer was separated, and the solvent was evaporated under reduced pressure to obtain 50 mg of 4-(4-acetylphenyl)-2-(benzamido)benzoic acid as white solid.

Provenance & Evidence