Sodium Carbonate → HCID 15506413, compound

Participants

Reaction Steps

Under the atmosphere of argon, 25.7 g of 9-bromophenathrene, 16.5 g of 2-formylphenylboronic acid and 2.31 g of tetrakis(triphenylphosphine)palladium (0) were placed in a flask. To the resulting mixture, 340 mL of DME and 170 mL of an aqueous 2M sodium carbonate solution were added, followed by stirring under reflux while heating for 8 hours. After cooling to room temperature, an aqueous phase was removed. An organic phase was washed with water and saturated saline, and dried with magnesium sulfate. After filtering off magnesium sulfate, the organic phase was concentrated. The residues were purified by silica gel column chromatography, whereby 25.0 g (yield 89%) of 9-(2-formylphenyl)phenanthrene as an intended product was obtained.

Provenance & Evidence