Reacción #164096

Ecuación de reacción

hydrochloric acid

pyrrolidine

KCN

4-dimethylamino-4-phenylcyclohexanone

→

4-dimethylamino-4-phenyl-1-(pyrrolidin-1-yl)cyclohexane carbonitrile

Disolventes

water

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe batch was stirred for 10 min
2. 2
   OtroThe ice cooling was removed
3. 3
   workup.STIRRINGthe batch stirred for 2 d at RT, during which white solid
4. 4
   Otroseparated out
5. 5
   Otrothe precipitation
6. 6
   OtroThe precipitate was then separated by means of a fritted glass
7. 7
   Filtraciónfilter
8. 8
   Otrodried in a vacuum at a bath temperature of 40° C
9. 9
   workup.ADDITIONA diastereoisomer mixture of the title compound
10. 10
    Otrowas obtained with a yield of 2.7 g (90%) and with a melting point of 136-142° C.

Procedimiento

A mixture of methanol (50 ml) and water (50 ml) was acidified with hydrochloric acid (37%, 0.2 ml) and mixed with pyrrolidine (7.5 ml, 91 mmol) with ice cooling and stirring. 4-dimethylamino-4-phenylcyclohexanone (2.17 g, 10 mmol) was then added to the solution. The batch was stirred for 10 min to dissolve the ketone as completely as possible. KCN (1.6 g, 24.6 mmol) was then added. The ice cooling was removed and the batch stirred for 2 d at RT, during which white solid separated out. The batch was brought to approx. 0° C. again for 1 h by ice cooling to complete the precipitation. The precipitate was then separated by means of a fritted glass filter and dried in a vacuum at a bath temperature of 40° C. A diastereoisomer mixture of the title compound was obtained with a yield of 2.7 g (90%) and with a melting point of 136-142° C.

Fuente