反应详情

Into a three-necked flask equipped with a dropping funnel, a three-way cock and a thermometer was placed (2-(1,3-dioxan)-2-yl)ethyl)triphenylphosphonium bromide (12.3 g, 27 mmols), followed by adding tetrahydrofuran (50 ml), suspending, stirring under ice cooling till the liquid temperature reached 10° C. The reaction mixture is added potassium t-butoxide (3.0 g, 27 mmols), followed by elevating the temperature up to room temperature under ice cooling for one hour, stirring for one hour, dropwise adding a tetrahydrofuran (10 ml) solution of 4-(4-propylcyclohexyl)cyclohexanone (15.6 g, 25 mmols) over 30 minutes from the dropping funnel, further stirring the reaction mixture for 5 hours after completion of the dropwise addition, adding ether (50 ml), allowing to stand for one hour, filtering off deposited insoluble substance, concentrating the filtrate under reduced pressure, isolating and purifying the resulting pale brown oily substance by means of silica gel column chromatography and recrystallizing from ethanol, to obtain 1-(2-(1,3-dioxan)-2-yl)ethylidene)-4-(4-propylcyclohexyl)cyclohexane (4.5 g, 14 mmols).

1. customInto a three-necked flask equipped with a dropping funnel
2. customreached 10° C
3. customup to room temperature
4. customfor one hour
5. stirringstirring for one hour
6. stirringfurther stirring the reaction mixture for 5 hours
7. additionafter completion of the dropwise addition
8. filtrationfiltering off
9. concentrationconcentrating the filtrate under reduced pressure
10. customisolating
11. custompurifying the resulting pale brown oily substance by means of silica gel column chromatography
12. customrecrystallizing from ethanol