Реакция #2348094

Уравнение реакции

water

p-toluenesulfonic acid monohydrate

compound ( 8 )

1-(2,3-difluoro-4-ethoxy-6-methylphenyl)-2-(4-(4-propylcyclohexyl)cyclohexyl)ethanol

water

→

1-(2,3-difluoro-4-ethoxy-6-methylphenyl)-2-(4-(4-propylcyclohexyl)cyclohexyl)ethene

Растворители

toluene

Условия реакции

Обработка

1. 1
   Температураthe mixture was heated
2. 2
   ДругоеAfter terminating
3. 3
   Другоеthe reaction
4. 4
   Экстракцияthe aqueous layer was extracted with toluene
5. 5
   Промывкаwashed with saturated saline
6. 6
   Сушкаdried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
8. 8
   Другоеthe resulting residue was purified by silica gel column chromatography
9. 9
   Другоеsubjected to recrystallization

Методика

0.55 g of p-toluenesulfonic acid monohydrate was added to the compound (8) having been dissolved in 120 mL of toluene, and the mixture was heated under stirring by using a Dean-Stork trap until completion of azeotrope of water. After terminating the reaction by adding water, the aqueous layer was extracted with toluene, washed with saturated saline, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography and then subjected to recrystallization to obtain 11.2 g of 1-(2,3-difluoro-4-ethoxy-6-methylphenyl)-2-(4-(4-propylcyclohexyl)cyclohexyl)ethene (Compound 1-3-3-9) as colorless crystals.

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