Реакция #64066

Уравнение реакции

4-hydroxybenzaldehyde

3-(trans-4-pentylcyclohexyl)-1-propyl bromide

potassium carbonate

butanone

→

4-[3-(trans-4-pentylcyclohexyl)-1-propyloxy]benzaldehyde

Выход 121.9%

Растворители

water

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   Температураunder reflux overnight
3. 3
   ДругоеSubsequently, the cooled reaction mixture
4. 4
   Экстракцияextracted three times with 50 ml of diethyl ether each time
5. 5
   ПромывкаThe combined organic phases were washed with 500 ml of water
6. 6
   Сушкаdried over magnesium sulphate
7. 7
   Фильтрацияfiltered
8. 8
   Концентрированиеconcentrated
9. 9
   ДругоеChromatography of the residue on silica gel with toluene and recrystallization from ethanol

Методика

A mixture of 1.9 g of 4-hydroxybenzaldehyde, 5.0 g of 3-(trans-4-pentylcyclohexyl)-1-propyl bromide, 8.3 g of potassium carbonate and 50 ml of butanone was heated under reflux overnight. Subsequently, the cooled reaction mixture was poured into water and extracted three times with 50 ml of diethyl ether each time. The combined organic phases were washed with 500 ml of water, dried over magnesium sulphate, filtered and concentrated. Chromatography of the residue on silica gel with toluene and recrystallization from ethanol gave 6.0 g of pure 4-[3-(trans-4-pentylcyclohexyl)-1-propyloxy]benzaldehyde.

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