Citric Acid → HCID 68960521, compound

Participants

Reaction Conditions

Reaction Steps

To N,N-dimethylacetamide 2.0 mL solution of tert-butyl 4-bromo-2-(4-fluoroanilino)benzoate 0.10 g were added 3,4-dimethoxystyrene 0.081 mL, tributylamine 0.13 mL, palladium acetate 3.0 mg and tri-tert-butylphosphine tetrafluoroborate 2.0 mg at room temperature, and it was stirred under nitrogen atmosphere at 120° C. for 2 hours. Palladium acetate 3.0 mg and tri-tert-butylphosphine tetrafluoroborate 2.0 mg were added to it, and it was stirred at 120° C. for 2 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=4:1] to give tert-butyl 4-((E)-2-(3,4-dimethoxyphenyl)vinyl)-2-(4-fluoroanilino)benzoate.

Provenance & Evidence