Reacción #81377

Ecuación de reacción

4-formylphenol

1-bromooctane

potassium carbonate

→

desired compound

4-octyloxybenzaldehyde

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed overnight
2. 2
   Otrothe reaction was quenched by the addition of 100 ml of water
3. 3
   ExtracciónThe desired compound was extracted from the reaction mixture
4. 4
   SecadoThe resultant solution was dried over magnesium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated in vacuo
7. 7
   Otroto provide a liquid which
8. 8
   Otrowas purified

Procedimiento

A solution containing 3.053 g (25 mmol) of 4-formylphenol, 6.48 ml (3705 mmol) of 1-bromooctane and 6.9 mg (50 mmol) of potassium carbonate in 100 ml of acetone was refluxed overnight. When the reaction was substantially complete, as indicated by thin layer chromatagraphy (TLC), the reaction was quenched by the addition of 100 ml of water. The desired compound was extracted from the reaction mixture using two 100 ml portions of diethyl ether. The resultant solution was dried over magnesium sulfate, filtered and then concentrated in vacuo to provide a liquid which was purified using HPLC (eluent of 10 ethyl acetate in hexane) to provide the desired compound.

Fuente