反应详情

温度

85 °C

A mixture of 2-{3-[1,1-dimethyl-2-(2-trifluoromethyloxiranyl)ethyl]phenyl}-2-methyl-[1,3]dioxolane (0.514 g, 1.55 mmol), 4-hydroxyquinoline (0.433 g, 2.98 mmol), and sodium ethoxide (21 wt. % solution in ethanol, 0.55 mL, 1.49 mmol) in ethanol (4.2 mL) was heated at 85° C. for 14 hours, cooled to room temperature, quenched with water, and concentrated in vacuo to remove most of the ethanol. The residue was diluted with half saturated aqueous sodium bicarbonate solution and extracted with methylene chloride. The organic layers were combined, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by flash chromatography using ethyl acetate-hexanes as the eluent. The product-rich fractions were concentrated in vacuo to afford 1-{2-hydroxy-4-methyl-4-[3-(2-methyl-[1,3]dioxolan-2-yl)phenyl]-2-trifluoromethylpentyl}-1H-quinolin-4-one. Yield: 0.35 g.

1. temperaturecooled to room temperature
2. customquenched with water
3. concentrationconcentrated in vacuo
4. customto remove most of the ethanol
5. additionThe residue was diluted with half saturated aqueous sodium bicarbonate solution
6. extractionextracted with methylene chloride
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated in vacuo
9. customThe residue was purified by flash chromatography
10. concentrationThe product-rich fractions were concentrated in vacuo