Methanol → 6-(12-Acetoxydodecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

Participants

Reaction Steps

To a solution of 6-(12-acetoxydodecyl)-2,3-dimethoxy-5-methylphenol (6.1 g) in dimethylformamide (300 ml) are added nitrosodisulfonate (18 g), water (300 ml), methanol (50 ml) and monopotassium phosphate (0.5 g) and the mixture is stirred at room temperature for 30 days. The reaction mixture is subjected to extraction with dichloromethane and the organic layer is washed with water and dried over magnesium sulfate. The solvent is distilled off to thereby leave crude crystals. The product is recrystallized from hexane to give 6-(12-acetoxydodecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (4.8 g) as orange-yellow needles.

Provenance & Evidence