反应详情

A mixture of 0.67 g of 2',6'-dihydroxy-2,4'-dimethoxyacetophenone, 3.5 g of bis-[4-(benzyloxy)-3-methoxybenzoic] anhydride and 1 g of sodium 4-(benzyloxy)-3-methoxybenzoate was heated at 180°-185° C. under reduced pressure for 3 hours. After cooling, 12 ml of 10% solution of potassium hydroxide in ethanol were added, and the mixture was refluxed under nitrogen for 30 minutes. To the cooled mixture were added 20 ml of 1 N-hydrochloric acid and 100 ml of chloroform, followed by shaking. The organic phase was separated and concentrated under reduced pressure. The residue was chromatographed on silica gel with chloroform. After recrystallization from ethyl acetate/hexane, there was obtained 0.86 g (60% yield) of 4'-(benzyloxy)-5-hydroxy-3,3',7-trimethoxyflavone as yellow crystals: m.p. 156°-157° C.

1. temperaturewas heated at 180°-185° C. under reduced pressure for 3 hours
2. temperatureAfter cooling
3. temperaturethe mixture was refluxed under nitrogen for 30 minutes
4. customThe organic phase was separated
5. concentrationconcentrated under reduced pressure
6. customThe residue was chromatographed on silica gel with chloroform
7. customAfter recrystallization from ethyl acetate/hexane