反応 #2446070

反応方程式

Toluene

p-toluenesulfonic acid monohydrate

1-(4-ethoxy-2,3-difluorophenyl)-4-(3-propylcyclopentyl)cyclohexanol

→

1-ethoxy-2,3-difluoro-4-(4-(3-propylcyclopentyl)cyclohex-1-enyl)benzene

収率 82.0%

溶媒

water

反応条件

後処理

1. 1
   その他obtained in the first step, in a reaction vessel
2. 2
   その他equipped with a Dean-Stark apparatus under an atmosphere of nitrogen
3. 3
   温度The mixture was refluxed for 1.5 hour
4. 4
   その他was removed with a Dean-Stark apparatus
5. 5
   洗浄the reaction solution was washed with water
6. 6
   乾燥dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   その他The residue was purified by silica gel chromatography (eluent: ethyl acetate/n-heptane= 1/10 by volume)

実験手順

Toluene (50 ml) and p-toluenesulfonic acid monohydrate (0.15 g) were added to 1-(4-ethoxy-2,3-difluorophenyl)-4-(3-propylcyclopentyl)cyclohexanol (5.0 g) obtained in the first step, in a reaction vessel equipped with a Dean-Stark apparatus under an atmosphere of nitrogen. The mixture was refluxed for 1.5 hour, while forming water was removed with a Dean-Stark apparatus. After the mixture had been cooled to room temperature, the reaction solution was washed with water and 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= 1/10 by volume) to give 1-ethoxy-2,3-difluoro-4-(4-(3-propylcyclopentyl)cyclohex-1-enyl)benzene (3.9 g).

出典