Reacción #64066

Ecuación de reacción

4-hydroxybenzaldehyde

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

potassium carbonate

butanone

→

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

Rendimiento 121.9%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaunder reflux overnight
3. 3
   OtroSubsequently, the cooled reaction mixture
4. 4
   Extracciónextracted three times with 50 ml of diethyl ether each time
5. 5
   LavadoThe combined organic phases were washed with 500 ml of water
6. 6
   Secadodried over magnesium sulphate
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated
9. 9
   OtroChromatography of the residue on silica gel with toluene and recrystallization from ethanol

Procedimiento

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.

Fuente