Réaction #2446070

Équation de réaction

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

Rendement 82.0%

Solvants

water

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source