HCID 14180568, compound → 2H-1,3-Benzodioxole-4,7-dione

Participants

Reaction Steps

A solution of 4-benzyloxy-2,3-methylenedioxyphenol (7.7 g) in tetrahydrofuran (50 ml) was hydrogenated at atmospheric pressure over palladium-on-carbon overnight. The catalyst was removed by filtration, and the resulting hydroquinone intermediate was oxidized in actonitrile solution with ceric ammonium nitrate (25 g). After 5 minutes the reaction was quenched with water and extracted with ethyl acetate. Evaporation of the organic extract and chromatography afforded 4.9 g of 2,3-methylenedioxy-1,4-benzoquinone, mp 106°-7° C.

Provenance & Evidence