Citric Acid → HCID 57879323, compound

Participants

Reaction Conditions

Reaction Steps

0.031 mL of 2-iodotoluene, 81 g of cesium carbonate, 12 mg of tetrabutylammonium bromide and 19 mg of polymer supported di(acetato) dicyclohexylphosphino palladium(II) were added to 1.0 mL of toluene solution containing 40 mg of tert-butyl 2-(benzamido)-4-vinylbenzoate at room temperature and stirred at 110° C. for 24 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added, the organic layer was separated, and the solvent was evaporated under reduced pressure after washed with 10% citric acid aqueous solution, 5 mL of trifluoroacetic acid was added to the obtained residue and stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure and the obtained residue was purified with reversed-phase silica gel column chromatography [eluent; 65-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to obtain 2.8 mg of 2-(benzamido)-4-((E)-2-(2-methylphenyl)vinyl)benzoic acid as while solid.

Provenance & Evidence