Reacción #64417

Ecuación de reacción

1-Bromopentane

resorcinol

potassium carbonate

→

3-pentyloxyphenol

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThis mixture is filtered through Celite
2. 2
   Concentraciónconcentrated under vacuum
3. 3
   Extracciónextracted 3 times with ether
4. 4
   LavadoThe combined extracts are washed with saturated sodium chloride
5. 5
   Secadodried over magnesium sulfate
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated under vacuum
8. 8
   Otrochromatographed on normal phase silica gel eluting with a 4:1 ratio of hexane

Procedimiento

A mixture of 24.8 ml of 1-Bromopentane, 66.0 g of resorcinol, and 41.5 g of potassium carbonate is stirred in 400 ml of anhydrous dimethylformamide at 60° C. for 17 hours. This mixture is filtered through Celite and concentrated under vacuum. The residue is taken up in water and extracted 3 times with ether. The combined extracts are washed with saturated sodium chloride, dried over magnesium sulfate, filtered, and concentrated under vacuum. The residue is flash chromatographed on normal phase silica gel eluting with a 4:1 ratio of hexane:ether to yield 3-pentyloxyphenol as a clear oil.

Fuente