Reacción #164095

Ecuación de reacción

hydrochloric acid

dimethylamine

4-dimethylamino-4-phenylcyclohexanone

KCN

→

1,4-bis-dimethylamino-4-phenylcyclohexane carbonitrile

Disolventes

water

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA clear solution was formed after 15 min
2. 2
   OtroThe ice cooling was removed
3. 3
   workup.STIRRINGthe batch stirred for 2.5 h at RT
4. 4
   Otroto separate out after approx. 1 h
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 1.83 g (67%)

Procedimiento

A mixture of methanol (50 ml) and water (50 ml) was acidified with hydrochloric acid (37%, 0.2 ml) and mixed with an aqueous solution of dimethylamine (40%, 11.5 ml, 91 mmol) with ice cooling and stirring. Then 4-dimethylamino-4-phenylcyclohexanone (2.17 g, 10 mmol) and KCN (1.6 g, 24.6 mmol) were added to the solution. A clear solution was formed after 15 min. The ice cooling was removed and the batch stirred for 2.5 h at RT, and a white solid began to separate out after approx. 1 h. The batch was brought to approx. 0° C. again for 1 h by means of 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 1.83 g (67%) and a melting point of 82-92° C.

Fuente