Реакция #1929012

Уравнение реакции

water

thionyl chloride

4-propylcyclohexanol

DMF

→

1-chloro-4-propylcyclohexane

Растворители

toluene

Условия реакции

Обработка

1. 1
   Температураthe mixture is heated to reflux
2. 2
   Температураis heated for a further 4 h
3. 3
   ТемператураAfter cooling
4. 4
   Другоеthe organic phase is separated off
5. 5
   ЭкстракцияThe aqueous phase is extracted with toluene
6. 6
   Промывкаthe combined organic phases are washed with water and saturated sodium chloride solution
7. 7
   ДругоеThe solution is dried
8. 8
   Концентрированиеconcentrated to dryness
9. 9
   ДругоеThe crude product is purified by column chromatography (SiO2, n-heptane)

Методика

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.

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