1,3-Dibromopropane → 1,1-bis(phenylsulfonyl)cyclobutane

Participants

Reaction Steps

A mixture of bis(phenylsulfonyl)methane (30 g, 100 mmol), tetra-n-butylammonium bromide (3 g, 9.3 mmol), 1,3-dibromopropane (30 ml), dichloromethane (600 ml) and 50% aqueous sodium hydroxide (150 ml) was stirred at room temperature for 3 days. The mixture was poured onto saturated aqueous ammonium chloride solution and extracted into dichloromethane. The combined organic extracts were dried (Na2SO4) and concentrated. The residue was crystallised from i-hexane:diethyl ether to give the title product as a white solid. Yield−24 g (71%).

Provenance & Evidence