反応 #1929012

反応方程式

water

thionyl chloride

4-propylcyclohexanol

DMF

→

1-chloro-4-propylcyclohexane

溶媒

toluene

反応条件

後処理

1. 1
   温度the mixture is heated to reflux
2. 2
   温度is heated for a further 4 h
3. 3
   温度After cooling
4. 4
   その他the organic phase is separated off
5. 5
   抽出The aqueous phase is extracted with toluene
6. 6
   洗浄the combined organic phases are washed with water and saturated sodium chloride solution
7. 7
   その他The solution is dried
8. 8
   濃縮concentrated to dryness
9. 9
   その他The crude product is purified by column chromatography (SiO2, n-heptane)

実験手順

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.

出典