反应详情

A mixture of 1-{2-hydroxy-4-methyl-4-[3-(2-methyl-[1,3]dioxolan-2-yl)phenyl]-2-trifluoromethylpentyl}-1H-quinolin-4-one (0.35 g, 0.75 mmol), ethanol (24 mL), water (4.8 mL), and pyridinium p-toluenesulfonic acid (95 mg, 0.37 mmol) was heated to reflux for 3 hours, cooled to room temperature, and concentrated in vacuo to remove most of the ethanol. The residue was diluted with ethyl acetate and water. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with saturated aqueous sodium bicarbonate and brine, and dried over sodium sulfate. Removal of the volatiles in vacuo afforded 1-[4-(3-acetylphenyl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]-1-H-quinolin-4-one. Yield: 0.27 g (84%).

1. temperaturewas heated
2. temperatureto reflux for 3 hours
3. concentrationconcentrated in vacuo
4. customto remove most of the ethanol
5. additionThe residue was diluted with ethyl acetate and water
6. extractionThe aqueous layer was extracted with ethyl acetate
7. washThe combined organic layers were washed with saturated aqueous sodium bicarbonate and brine
8. dry with materialdried over sodium sulfate
9. customRemoval of the volatiles in vacuo