反应详情

A solution of 4'-hydroxy-3'-nitroacetophenone (known compound, 12.1 g, 67.0 mmol), benzene (100 ml), ethylene glycol (5.61 ml, 100 mmol) and p-toluenesulfonic acid hydrate (catalytic amount) was refluxed overnight removing the resulting water by azeotropic distillation with benzene. To the reaction mixture was added a saturated aqueous solution of sodium hydrogencarbonate, and the mixture was extracted with ethyl acetate, washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by column chromatography on silica gel to give the object compound (1) as an oil. Yield 14.6 g (97%).

1. customremoving the resulting water
2. distillationby azeotropic distillation with benzene
3. additionTo the reaction mixture was added a saturated aqueous solution of sodium hydrogencarbonate
4. extractionthe mixture was extracted with ethyl acetate
5. washwashed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customevaporated
8. customThe residue was purified by column chromatography on silica gel