反应详情

To a suspension of 4-cyanobutyltriphenylphosphonium bromide (21.80 g) in tetrahydrofuran (100 ml) was added potassium tert-butoxide (5.76 g) in tetrahydrofuran (50 ml) over 30 minutes at 0° C. After 1 hour, a solution of 1-benzyl-4-piperidone (8.84 g) was added to the mixture over 30 minutes at 0° C. The mixture was stirred at ambient temperature for 1 hour, poured into ice-water and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on alumina eluting with chloroform/hexane (1:1) and the fractions containing the object compound were combined and evaporated to afford 1-benzyl-4-(4-cyanobutylidene)piperidine (9.8 g) as an oil.

1. extractionextracted with ethyl acetate
2. washThe extract was washed with brine
3. dry with materialdried over magnesium sulfate
4. customevaporated in vacuo
5. customThe residue was chromatographed on alumina eluting with chloroform/hexane (1:1)
6. additionthe fractions containing the object compound
7. customevaporated