反应详情

To a solution of 5-(2-chlorophenyl)cyclohexane-1,3-dione (2.23 g) in ethanol (30 ml) was added sodium ethoxide (0.75 g), and the mixture was stirred, under argon atmosphere, at room temperature for 15 minutes. To the mixture was added ethyl bromopyruvate (1.66 ml), and the mixture was stirred, under argon atmosphere, at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure, and to the residue were added DMF (30 ml) and potassium carbonate (1.38 g). The mixture was stirred, under argon atmosphere, at 150° C. overnight (14 hours). The reaction solution was cooled, and to the mixture was added ice-water. The mixture was extracted with ethyl acetate. The upper layer was washed with saturated brine, dried (anhydrous magnesium sulfate), and concentrated under reduced pressure, and the residue was subjected to silica gel chromatography and eluted with ethyl acetate/hexane to give 6-(2-chlorophenyl)-3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzofuran-4-one (0.14 g).

1. stirringthe mixture was stirred, under argon atmosphere, at room temperature for 2 hours
2. concentrationThe reaction solution was concentrated under reduced pressure
3. additionto the residue were added DMF (30 ml) and potassium carbonate (1.38 g)
4. stirringThe mixture was stirred, under argon atmosphere, at 150° C. overnight (14 hours)
5. temperatureThe reaction solution was cooled
6. additionto the mixture was added ice-water
7. extractionThe mixture was extracted with ethyl acetate
8. washThe upper layer was washed with saturated brine
9. dry with materialdried (anhydrous magnesium sulfate)
10. concentrationconcentrated under reduced pressure
11. washeluted with ethyl acetate/hexane