Reacción #2314280

ord-433844a784894642a04da8257ead6d84

Ecuación de reacción

O
water
Cc1ccc(S(=O)(=O)[O-])cc1
tosylate
[C-]#N.[K+]
potassium cyanide
CC(C)=CCCC1=CCC(CC#N)CC1
(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)acetonitrile

Reactivos

Ninguno

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction mixture is cooled to room temperature
  2. 2
    Extracciónextracted with hexane
  3. 3
    SecadoThe combined organic layers are dried over magnesium sulfate
  4. 4
    Concentraciónthe solution is concentrated in vacuo

Procedimiento

To a solution of tosylate 1H (R=4-Methyl-3-pentenyl) (20 g) in dimethylsulfoxide (178 mL) is added potassium cyanide (19.4 g). The reaction mixture is heated to 100° C., and the reaction mixture is stirred at that temperature for three hours. The reaction mixture is cooled to room temperature, added to water (300 mL), and extracted with hexane. The combined organic layers are dried over magnesium sulfate and the solution is concentrated in vacuo.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06413448B1uspto-grants-2002_07