反应 #2446064

反应方程式

Toluene

p-toluenesulfonic acid monohydrate

3-butyl-1-(4-ethoxy-2,3-difluorophenyl)cyclopentanol

→

1-(3-butylcyclopent-1-enyl)-4-ethoxy-2,3-difluorobenzene

收率 91.2%

溶剂

water

反应条件

后处理

1. 1
   其他obtained in the second step, in a reaction vessel
2. 2
   其他equipped with a Dean-Stark apparatus under an atmosphere of nitrogen
3. 3
   温度The mixture was refluxed for 30 minutes
4. 4
   其他was removed with a Dean-Stark apparatus
5. 5
   洗涤was washed with water
6. 6
   干燥The solution was dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   其他The residue was purified by silica gel chromatography (eluent: ethyl acetate/n-heptane= 1/9 by volume)

实验过程

Toluene (50 ml) and p-toluenesulfonic acid monohydrate (0.14 g) were added to 3-butyl-1-(4-ethoxy-2,3-difluorophenyl)cyclopentanol (2.8 g) obtained in the second step, in a reaction vessel equipped with a Dean-Stark apparatus under an atmosphere of nitrogen. The mixture was refluxed for 30 minutes, while forming water was removed with a Dean-Stark apparatus. The reaction solution was cooled to room temperature and was washed with water. The solution was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate/n-heptane= 1/9 by volume) to give a mixture (2.4 g) of 1-(3-butylcyclopent-1-enyl)-4-ethoxy-2,3-difluorobenzene and 1-(4-butylcyclopent-1-enyl)-4-ethoxy-2,3-difluorobenzene.

来源