反应详情

Into a flask, were placed triphenylphosphine (2.3 g, 8.8 mmol) and 4-propylphenethylbromide (2.0 g, 8.8 mmol) prepared from 4-propylphenethyl alcohol, followed by adding and dissolving xylene (10 ml), heating under reflux for 10 hours, filtering off white crystals of 4-propylphenethyltriphenylphosphoniumbromide deposited after the completion of reaction, drying the obtained white crystals (4.3 g, 8.8 mmol), dissolving the white crystals in THF (10 ml), stirring under ice cooling, adding potassium-t-butoxide (984 mg, 8.8 mmol) to the reaction solution slowly, stirring the solution at room temperature for 2 hours after the completion of dropping, adding a THF solution of 4-(4-pentylcyclohexyl)cyclohexylacetoaldehyde (2.45 g, 8.8 mmol), further stirring for 5 hours, adding ether after completion of reaction, filtering off white solid deposited, concentrating the filtrate under reduced pressure, and purifying the obtained brown oil by means of silica gel column chromatography, to obtain a mixture (1.8 g, 4.4 mmol) of 1-(4-propylphenyl)-4-(4-(4-pentylcyclohexyl)cyclohexyl)-2Z-butene and its E-isomer.

1. customInto a flask, were placed
2. additionby adding
3. temperatureheating
4. temperatureunder reflux for 10 hours
5. filtrationfiltering off white crystals of 4-propylphenethyltriphenylphosphoniumbromide
6. customafter the completion of reaction
7. stirringstirring the solution at room temperature for 2 hours after the completion
8. stirringfurther stirring for 5 hours
9. customafter completion of reaction
10. filtrationfiltering off white solid
11. concentrationconcentrating the filtrate under reduced pressure
12. custompurifying the obtained brown oil by means of silica gel column chromatography