反应详情

Suspension of 114 g of 4-n-propylbenzyltriphenyl phosphonium bromide in 500 ml of THF was stirred under nitrogen gas stream and 32.3 g of potassium-t-butoxide was added thereto at room temperature. After stirred at room temperature for 1 hour, a solution of 31.2 g of 4-formylcyclohexanone in 200 ml of THF was added dropwise to the suspension. After stirred at room temperature for 2 hours, 1 l of water was added thereto and then it was extracted with 1 l of ethyl acetate. Organic layer was washed with water and dried over anhydrous magnesium sulfate, the solvent was distilled off under a reduced pressure, and then 500 ml of heptane was added thereto. Precipitate thus separated was filtered off and purified by a column chromatography over a silica gel by using ethyl acetate/heptane (1/5) as an eluent, and the solvent was distilled off under a reduced pressure to obtain 42 g of 4-(2-(4-n-propylphenyl)ethenyl)cyclohexanone.

1. additionwas added
2. customat room temperature
3. stirringAfter stirred at room temperature for 2 hours
4. extractionit was extracted with 1 l of ethyl acetate
5. washOrganic layer was washed with water
6. dry with materialdried over anhydrous magnesium sulfate
7. distillationthe solvent was distilled off under a reduced pressure
8. addition500 ml of heptane was added
9. customPrecipitate thus separated
10. filtrationwas filtered off
11. custompurified by a column chromatography over a silica gel
12. distillationthe solvent was distilled off under a reduced pressure