تفاعل #2446070

معادلة التفاعل

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

المردود 82.0%

المذيبات

water

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر