Reacción #1797495

Ecuación de reacción

4-methoxyphenol

potassium carbonate

acetonitrile

2-ethylhexyl bromide

→

clear oil

Rendimiento 80.4%

1-methoxy-4-(2-ethylhexyloxy)benzene

Rendimiento 80.4%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   Temperaturaat reflux for 4 days
3. 3
   TemperaturaAfter cooling
4. 4
   Otrothe organic phase was separated
5. 5
   ExtracciónThe aqueous layer was extracted with hexane
6. 6
   Lavadothe combined organic layers were washed two times with 1.0 M NaOH and water
7. 7
   SecadoAfter drying over MgSO4
8. 8
   Otrothe solvent was removed under reduced pressure
9. 9
   Otroto give an orange oil
10. 10
    workup.DISTILLATIONThe crude product was distilled under reduced pressure

Procedimiento

A mixture of 4-methoxyphenol (100.0 g, 0.8 mol), dry potassium carbonate (166.7 g, 1.2 mol), acetonitrile (800 mL), and 2-ethylhexyl bromide (173.8 g, 0.9 mol) was stirred mechanically and heated at reflux for 4 days. After cooling, the mixture was diluted with water (1.5 L), and then the organic phase was separated. The aqueous layer was extracted with hexane, and the combined organic layers were washed two times with 1.0 M NaOH and water. After drying over MgSO4, the solvent was removed under reduced pressure to give an orange oil. The crude product was distilled under reduced pressure to give 152 g (80%) of a clear oil. (bp 135-138° C. at 0.4 mmHg).

Fuente