تفاعل #1929012

معادلة التفاعل

water

thionyl chloride

4-propylcyclohexanol

DMF

→

1-chloro-4-propylcyclohexane

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is heated to reflux
2. 2
   درجة الحرارةis heated for a further 4 h
3. 3
   درجة الحرارةAfter cooling
4. 4
   أخرىthe organic phase is separated off
5. 5
   استخلاصThe aqueous phase is extracted with toluene
6. 6
   غسيلthe combined organic phases are washed with water and saturated sodium chloride solution
7. 7
   أخرىThe solution is dried
8. 8
   تركيزconcentrated to dryness
9. 9
   أخرىThe crude product is purified by column chromatography (SiO2, n-heptane)

الإجراء التجريبي

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.

المصدر