Citric Acid → HCID 57879424, compound

Participants

Reaction Conditions

Reaction Steps

0.060 mL of 3-iodoanisole, 0.16 g of cesium carbonate, 24 mg of tetrabutylammonium bromide and 39 mg of polymer supported di(acetato)dicyclohexylphosphino palladium(II) were added to 2.0 mL of toluene solution containing 80 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. 10 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; 60-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to obtain 2-(benzamido)-4-((E)-2-(3-methoxyphenyl)vinyl)benzoic acid.

Provenance & Evidence