Methanol → 1-Bromo-3-(1-[4-methanesulfonyl-phenyl]-vinyl)-benzene

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-bromo-3-(1-[4-methylsulfanyl-phenyl]-vinyl)-benzene (0.5 g, 0.16 mmol, 1 eq) in methanol (15 mL) was added over 5 min Oxone® (2.0 g, 0.32 mmol, 2.0 eq) dissolved in water (15 mL). After stirring at 25° C. for 2 h, the reaction mixture was diluted with water (40 mL) and extracted with dichloromethane (3×40 mL). The organic layer was washed with brine (20 mL) and dried on magnesium sulfate. After filtration and concentration, the crude material was chromatographed (silica gel: cyclohexane/ethyl acetate, 4:1) to give an oil (0.3 g, 56% yield).

Provenance & Evidence