反应详情

温度

60 °C

A mixture of rac-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one (0.125 g, 0.49 mmol) (from Example 30b supra), 2-cyclohexen-1-one (0.047 g, 0.49 mmol) (Aldrich), 1,8-diazabicyclo[5.4.0]undec-7-ene (0.37 g, 2.4 mmol) (Fluka AG) in methanol (20 mL) was heated at 60° C. for 2 hours. After cooling, the mixture was concentrated, diluted with water, extracted with ethyl acetate (2×100 mL). The organic layers were separated, washed with water and brine. Aqueous layers were back washed with ethyl acetate. The organic layers were combined, dried over Na2SO4 and concentrated. The residue was purified by chromatography (ethyl acetate-hexanes, 2:3, V/V) to give rac-6-chloro-3-(3-chloro-benzyl)-3-(3-oxo-cyclohexyl)-1,3-dihydro-indol-2-one as a white solid. (Yield 0.057 g, 30%).

1. temperatureAfter cooling
2. concentrationthe mixture was concentrated
3. additiondiluted with water
4. extractionextracted with ethyl acetate (2×100 mL)
5. customThe organic layers were separated
6. washwashed with water and brine
7. washAqueous layers were back washed with ethyl acetate
8. dry with materialdried over Na2SO4
9. concentrationconcentrated
10. customThe residue was purified by chromatography (ethyl acetate-hexanes, 2:3, V/V)