Reaktion #64066

Reaktionsgleichung

4-hydroxybenzaldehyde

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

potassium carbonate

butanone

→

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

Ausbeute 121.9%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux overnight
3. 3
   SonstigeSubsequently, the cooled reaction mixture
4. 4
   Extraktionextracted three times with 50 ml of diethyl ether each time
5. 5
   WaschenThe combined organic phases were washed with 500 ml of water
6. 6
   Trocknendried over magnesium sulphate
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated
9. 9
   SonstigeChromatography of the residue on silica gel with toluene and recrystallization from ethanol

Vorschrift

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.

Quelle