Sodium Carbonate → HCID 11333990, compound

Participants

Reaction Steps

3 g (14.2 mmol) of 5-bromoindan-1-one are suspended with 2.22 g (14.2 mmol) of 3-chlorophenylboronic acid and 3 g (28.3 mmol) of sodium carbonate in a mixture of 100 ml of toluene, 20 ml of ethanol and 20 ml of water. Under an argon atmosphere, 160 mg (7.1 mmol) of palladium(II) acetate and 373 mg (14.2 mmol) of triphenylphosphine are added. The mixture is heated under reflux for 3 h, and then the ethanol content of the solvent mixture is removed in vacuo. 40 ml of 0.5 N sodium hydroxide solution are added, and the mixture is stirred at room temperature for 10 min. The precipitate is filtered off with suction; the filtrate is washed with 40 ml of water until neutral and then washed with concentrated brine (3×40 ml), dried over magnesium sulfate, concentrated in vacuo and purified by chromatography on silica gel with toluene/ethyl acetate 20/1. 5-(3-Chlorophenyl)indan-1-one is obtained with a melting point of 113° C.

Provenance & Evidence