Реакция #2328979

Уравнение реакции

water

trans-4-(trans-4-vinylcyclohexyl)cyclohexylmethyl methanesulfonate

2,3-difluoro-4-ethoxyphenol

tripotassium phosphate

→

4-ethoxy-2,3-difluoro-1-(trans-4-(trans-4-vinylcyclohexyl)cyclohexyl)methoxybenzene

Выход 68.9%

Растворители

DMF

Условия реакции

Обработка

1. 1
   Экстракцияextracted with toluene
2. 2
   Промывкаwashed in turn with water, 10% hydrochloric acid, water, and saturated saline
3. 3
   Сушкаdried over anhydrous sodium sulfate
4. 4
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
5. 5
   Другоеthe residue was purified in turn
6. 6
   Другоеby subjecting to column chromatography (silica gel/toluene), recrystallization (methanol/acetone), column chromatography (alumina/acetone)
7. 7
   Промывкаwashing with ion-exchange water, silica treatment, and recrystallization (methanol/acetone)

Методика

9.8 g of trans-4-(trans-4-vinylcyclohexyl)cyclohexylmethyl methanesulfonate and 5.96 g of 2,3-difluoro-4-ethoxyphenol were dissolved in 90 mL of DMF. 10.4 g of tripotassium phosphate was added, followed by stirring at 90 to 100° C. for 3 hours. The reaction mixture was poured into water, extracted with toluene, washed in turn with water, 10% hydrochloric acid, water, and saturated saline and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified in turn by subjecting to column chromatography (silica gel/toluene), recrystallization (methanol/acetone), column chromatography (alumina/acetone), washing with ion-exchange water, silica treatment, and recrystallization (methanol/acetone) to obtain 8.5 g of 4-ethoxy-2,3-difluoro-1-(trans-4-(trans-4-vinylcyclohexyl)cyclohexyl)methoxybenzene (IIIa) as a colorless crystal.

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