Bromobenzene → HCID 69639913, compound

Participants

Reaction Steps

A solution of 1.00 g of acridan-9-carboxylic acid methyl ester (4.18 mmol), 0.44 mL of bromobenzene (4.18 mmol), 0.60 g of sodium t-butoxide (6.27 mmol), 23 mg of Pd(OAc)2 (0.105 mmol), and 17 mg of tri-t-butylphosphine (0.084 mmol) in 15 mL of toluene was stirred under inert atmosphere at room temperature. After 2.5 h, 5 g of silica gel in 15 mL of CH2Cl2 was added to the reaction mixture. The slurry was filtered, washed with excess CH2Cl2 and the filtrate was concentrated to a thick solution. 20 mL of hexanes was added to this solution, causing a white precipitate to form. The precipitate was filtered, washed with hexanes, and dried to afford 0.96 g of N-phenylacridan-9-carboxylic acid methyl ester (72%).

Provenance & Evidence