反应详情

To a solution of N-(phenylcarbamoylimino)pyridinium ylide (0.64 g) in a mixture of ethanol (30 ml) and water (10 ml) was added sodium borohydride (0.20 g) at ambient temperature. After being stirred for 4 hours, the reaction mixture was acidified with 1N hydrochloric acid, concentrated to a volume of ca. 15 ml. The crystalline precipitate was collected, washed with water and dried in vacuo. The crude product was dissolved in ethyl acetate and extracted with 10% hydrochloric acid (20 ml). The extract was adjusted to pH 3 with aqueous sodium bicarbonate and extracted with ethyl acetate (30 ml). The organic layer was washed with aqueous sodium bicarbonate (10 ml), dried over magnesium sulfate and evaporated to give N-(phenylcarbamoylamino)-1,2,3,6-tetrahydropyridine (0.28 g), which was recrystallized from ethyl acetate to afford colorless needles (0.15 g). mp: 157°-159° C.

1. concentrationconcentrated to a volume of ca. 15 ml
2. customThe crystalline precipitate was collected
3. washwashed with water
4. customdried in vacuo
5. dissolutionThe crude product was dissolved in ethyl acetate
6. extractionextracted with 10% hydrochloric acid (20 ml)
7. extractionextracted with ethyl acetate (30 ml)
8. washThe organic layer was washed with aqueous sodium bicarbonate (10 ml)
9. dry with materialdried over magnesium sulfate
10. customevaporated