Reaktion #1797495

Reaktionsgleichung

4-methoxyphenol

potassium carbonate

acetonitrile

2-ethylhexyl bromide

→

clear oil

Ausbeute 80.4%

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

Ausbeute 80.4%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturat reflux for 4 days
3. 3
   TemperaturAfter cooling
4. 4
   Sonstigethe organic phase was separated
5. 5
   ExtraktionThe aqueous layer was extracted with hexane
6. 6
   Waschenthe combined organic layers were washed two times with 1.0 M NaOH and water
7. 7
   TrocknenAfter drying over MgSO4
8. 8
   Sonstigethe solvent was removed under reduced pressure
9. 9
   Sonstigeto give an orange oil
10. 10
    workup.DISTILLATIONThe crude product was distilled under reduced pressure

Vorschrift

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).

Quelle