反应详情

Jones' reagent (126 ml of 1.67 M solution, 210.4 mmol) prepared according to the procedure described above, is added dropwise over 30 minutes to a cooled (ice-bath) solution of 5-(4′-chloro-4-ethylbiphen-3-yl)-4-hydroxycyclopent-2-enone (59.84 g, 191.3 mmol) in acetone (615 ml). The mixture is stirred for 20 minutes, then the cooling bath is removed and the mixture is stirred for 1 hour at room temperature. Isopropanol (500 ml) is added to the yellow slurry and the mixture is stirred at room temperature for 2 hours. The mixture is diluted with ethyl acetate and washed with brine, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure to give 2-(4′-chloro-4-ethylbiphen-3-yl)cyclopent-4-ene-1,3-dione (47.94 g) as a yellow solid.

1. additionis added dropwise over 30 minutes to
2. customthe cooling bath is removed
3. stirringthe mixture is stirred for 1 hour at room temperature
4. additionIsopropanol (500 ml) is added to the yellow slurry
5. stirringthe mixture is stirred at room temperature for 2 hours
6. additionThe mixture is diluted with ethyl acetate
7. washwashed with brine
8. dry with materialdried over anhydrous magnesium sulfate
9. filtrationfiltered
10. customthe filtrate is evaporated under reduced pressure