Реакция #2028914

Уравнение реакции

2-(2-(4′-Ethoxy-2,2′,3,3′-tetrafluorobiphenyl-4-yl)ethyl)-5-(4-propylcyclohexyl)tetrahydro-2H-pyran-2-ol

2-(2-(4′-ethoxy-2,2′,3,3′-tetrafluorobiphenyl-4-yl)ethyl)-5-(4-propylcyclohexyl)tetrahydro-2H-pyran-2-ol

p-toluenesulfonyl chloride

→

6-(2-(4′-ethoxy-2,2′,3,3′-tetrafluorobiphenyl-4-yl)ethyl)-3-(4-propylcyclohexyl)-3,4-dihydro-2H-pyran

Выход 95.9%

Растворители

toluene

Условия реакции

Обработка

1. 1
   ДругоеA reaction vessel was equipped with a Dean-Stark condenser
2. 2
   Температураthe mixture was refluxed for 3 hours
3. 3
   ТемператураAfter the reaction mixture had been cooled
4. 4
   Промывкаit was washed with a saturated aqueous solution of sodium hydrogencarbonate and water
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Методика

2-(2-(4′-Ethoxy-2,2′,3,3′-tetrafluorobiphenyl-4-yl)ethyl)-5-(4-propylcyclohexyl)tetrahydro-2H-pyran-2-ol (30) (2.7 g) prepared in the first step was dissolved in toluene (20 ml), and p-toluenesulfonyl chloride (25 mg) was added. A reaction vessel was equipped with a Dean-Stark condenser, and the mixture was refluxed for 3 hours. After the reaction mixture had been cooled, it was washed with a saturated aqueous solution of sodium hydrogencarbonate and water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to leave 6-(2-(4′-ethoxy-2,2′,3,3′-tetrafluorobiphenyl-4-yl)ethyl)-3-(4-propylcyclohexyl)-3,4-dihydro-2H-pyran (31) (2.5 g) in 95.9% yield.

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