Reacción #1929012

Ecuación de reacción

water

thionyl chloride

4-propylcyclohexanol

DMF

→

1-chloro-4-propylcyclohexane

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture is heated to reflux
2. 2
   Temperaturais heated for a further 4 h
3. 3
   TemperaturaAfter cooling
4. 4
   Otrothe organic phase is separated off
5. 5
   ExtracciónThe aqueous phase is extracted with toluene
6. 6
   Lavadothe combined organic phases are washed with water and saturated sodium chloride solution
7. 7
   OtroThe solution is dried
8. 8
   Concentraciónconcentrated to dryness
9. 9
   OtroThe crude product is purified by column chromatography (SiO2, n-heptane)

Procedimiento

100.0 g (0.70 mol) of 4-propylcyclohexanol are initially introduced in 1200 ml of toluene together with 2.7 ml of DMF, and the mixture is heated to reflux. 255 ml (3.52 mol) of thionyl chloride are carefully metered in, and the batch is heated for a further 4 h. After cooling, the mixture is added to water, and the organic phase is separated off. The aqueous phase is extracted with toluene, and the combined organic phases are washed with water and saturated sodium chloride solution. The solution is dried using sodium sulfate and concentrated to dryness. The crude product is purified by column chromatography (SiO2, n-heptane), giving 1-chloro-4-propylcyclohexane as a colourless liquid.

Fuente