Citric Acid → HCID 67343568, compound

Participants

Reaction Conditions

Reaction Steps

0.10 mL of 1-bromo-4-(trifluoromethoxy)benzene, 0.22 mL of tributylamine and 5.2 mg of palladium acetate were added to 2.0 mL of N,N-dimethylacetamide solution containing 0.15 g of tert-butyl 2-(benzamido)-4-vinylbenzoate at room temperature and stirred under nitrogen atmosphere at 110° C. for 3 hours. After the reaction mixture was cooled to room temperature, 0.07 mL of 1-bromo-4-(trifluoromethoxy)benzene, 0.11 mL of tributylamine and 5.2 mg of palladium acetate were added at room temperature and stirred under nitrogen atmosphere at 110° C. for 2 hours. After the reaction mixture was cooled to room temperature, 10% citric acid aqueous solution and ethyl acetate were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 10% citric acid aqueous solution, a saturated sodium thiosulfate aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia chemical Ltd., eluent; toluene; ethyl acetate=20:1] to obtain 0.10 g of tert-butyl 2-(benzamido)-4-((E)-2-(4-(trifluoromethoxy)phenyl)vinyl)benzoate as white solid.

Provenance & Evidence