HCID 14180568, compound → 2H-1,3-Benzodioxole-4,7-dione
Reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[C:11]2[O:16][CH2:17][O:18][C:10]=12)C1C=CC=CC=1>O1CCCC1.[Pd]>[CH2:17]1[O:16][C:11]2[C:12](=[O:15])[CH:13]=[CH:14][C:9](=[O:8])[C:10]=2[O:18]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
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.