Sodium Carbonate → HCID 67342183, compound

Participants

Reaction Conditions

Reaction Steps

56 mg of (4-(tert-butyl)phenyl)boronic acid, 55 mg of sodium carbonate and 30 mg of polymer supported bis(acetate)triphenylphosphine palladium(11) were added to 2.5 mL of N,N-dimethylacetamide solution containing 70 mg of methyl 2-(benzamido)-4-bromobenzoate, and stirred at 90° C. for 21 hours. After the reaction mixture was cooled to room temperature, insoluble were removed by filtration and ethyl acetate and 1.0 mol/L hydrochloric acid were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 1.0 mol/L hydrochloric acid and a saturated sodium chloride aqueous solution sequentially, and she solvent was evaporated under reduced pressure. 1.0 mL of 2.0 mol/L aqueous sodium hydroxide and 5.0 mL of ethanol were added to the obtained residue and stirred at room temperature for 1 hour and 30 minutes. 0.5 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 9.3 mg of 2-(benzamido)-4-(4-(tert-butyl)phenyl)benzoic acid as white solid.

Provenance & Evidence