Bromochloromethane → 1,3-Benzodioxole-4-carboxaldehyde

Participants

Reaction Steps

To a mechanically stirred degassed mixture of 2,3-dihydroxy benzaldehyde (7.80 g, 56 mmol) and cesium carbonate (16.20 g, 84 mmol) in acetonitrile (110 ml) was added bromochloromethane (5.46 g, 84 mmol) and the resulting suspention was heated to reflux. After 5 hours the reaction was cooled to room temperature and filtered through celite with ethyl acetate washings. The filtrate was concentrated and directly chromatographed on silica gel using 9:1 hexane:ethyl acetate as eluent.

Provenance & Evidence