반응 #1476313

반응 방정식

cyclohexyl pyrrol-2-yl ketone

hydrazine hydrate

→

2-cyclohexylmethylpyrrole

수율 69.3%

용매

diethylene glycol

반응 조건

후처리

1. 1
   온도was heated
2. 2
   workup.DISTILLATIONThe excess hydrazine hydrate and water were distilled off
3. 3
   온도the mixture was cooled
4. 4
   workup.ADDITIONPotassium hydroxide (12.0 g.) was added portionwise
5. 5
   온도the mixture was then heated
6. 6
   온도under reflux for 4 hours
7. 7
   온도cooled
8. 8
   workup.ADDITIONpoured into water (500 ml.)
9. 9
   추출The mixture was extracted with ether (3×100 ml.)
10. 10
    세척the combined etheral extracts were washed with water (3×100 ml.)
11. 11
    건조dried over sodium sulphate
12. 12
    기타Evaporation of the ether
13. 13
    기타gave an oil which
14. 14
    workup.DISTILLATIONwas distilled

실험 절차

A mixture of cyclohexyl pyrrol-2-yl ketone (17.7 g.) and 99% hydrazine hydrate (6.0 ml.) was heated under reflux in diethylene glycol (70 ml.) for 1.5 hours. The excess hydrazine hydrate and water were distilled off and the mixture was cooled. Potassium hydroxide (12.0 g.) was added portionwise and the mixture was then heated under reflux for 4 hours, cooled and poured into water (500 ml.). The mixture was extracted with ether (3×100 ml.) and the combined etheral extracts were washed with water (3×100 ml.) and dried over sodium sulphate. Evaporation of the ether gave an oil which was distilled to give 2-cyclohexylmethylpyrrole (11.3 g.), B.P. 137°-140° at 15 mm.

출처