반응 #1552030

반응 방정식

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

수율 82.0%

용매

water

반응 조건

후처리

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

실험 절차

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).

출처