Reacción #314448

Ecuación de reacción

indole

potassium hydroxide

4-piperidone monohydrate hydrochloride

→

final product

3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was heated
2. 2
   Temperaturato reflux for 5 h
3. 3
   OtroPotassium chloride precipitated
4. 4
   Filtraciónit was filtered off
5. 5
   ConcentraciónThe liquid phase was concentrated until only one third of the liquid
6. 6
   OtroThe solid formed during the concentration of the liquid phase
7. 7
   Filtraciónwas filtered
8. 8
   Lavadowashed thoroughly with ethanol

Procedimiento

30 g (0.26 mol) of indole were dissolved in a solution of potassium hydroxide (77.6 g, 1.38 mol) in methanol (692 ml). 4-piperidone monohydrate hydrochloride (102.3 g, 0.66 mol) was added in one portion and the mixture was heated to reflux for 5 h. Potassium chloride precipitated upon cooling at room temperature and it was filtered off. The liquid phase was concentrated until only one third of the liquid remained in the round-bottom flask. The solid formed during the concentration of the liquid phase was filtered and washed thoroughly with ethanol and, finally, with ethyl ether. 31.9 g (63% of yield) of the final product were obtained.

Fuente