반응 #1929012

반응 방정식

water

thionyl chloride

4-propylcyclohexanol

DMF

→

1-chloro-4-propylcyclohexane

용매

toluene

반응 조건

후처리

1. 1
   온도the mixture is heated to reflux
2. 2
   온도is heated for a further 4 h
3. 3
   온도After cooling
4. 4
   기타the organic phase is separated off
5. 5
   추출The aqueous phase is extracted with toluene
6. 6
   세척the combined organic phases are washed with water and saturated sodium chloride solution
7. 7
   기타The solution is dried
8. 8
   농축concentrated to dryness
9. 9
   기타The crude product is purified by column chromatography (SiO2, n-heptane)

실험 절차

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.

출처