Sodium Carbonate → HCID 86658337, compound

Participants

Reaction Steps

A solution of 3,5-bis(trifluoromethyl)phenylboronic acid (8.84 g), 4-bromo-2-furaldehyde (5.0 g), 2M aqueous sodium carbonate solution (71.4 mL), tetrakis(triphenylphosphine)palladium(0) (1.65 g) in 1,2-dimethoxyethane (300 ml) was stirred under an argon gas atmosphere at 90° C. for 16 hr. After cooling to room temperature, the reaction mixture was concentrated, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate 98:2-90:10) to give the title compound (7.26 g, yield 82%) as a white solid.

Provenance & Evidence