Sodium Carbonate → HCID 15506413, compound

Participants

Reaction Steps

A flask was charged with 25.7 g of 9-bromophenanthrene, 16.5 g of 2-formylphenylboronic acid, and 2.31 g of tetrakis(triphenylphosphine)palladium(0) in an argon atmosphere. After the addition of 340 mL of dimethyl ether (DME) and 170 mL of a 2 M sodium carbonate aqueous solution, the mixture was heat refluxed with stirring for 8 hours. After cooling the mixture to room temperature, the aqueous phase was removed. The organic phase was washed with water and a saturated sodium chloride solution, and dried over magnesium sulfate. After removing magnesium sulfate by filtration, the organic phase was concentrated. The residue was purified by silica gel column chromatography to obtain 25.0 g of the target 9-(2-formylphenyl)phenanthrene (yield: 89%).

Provenance & Evidence