Реакция #1797495

Уравнение реакции

4-methoxyphenol

potassium carbonate

acetonitrile

2-ethylhexyl bromide

→

clear oil

Выход 80.4%

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

Выход 80.4%

Растворители

water

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураat reflux for 4 days
3. 3
   ТемператураAfter cooling
4. 4
   Другоеthe organic phase was separated
5. 5
   ЭкстракцияThe aqueous layer was extracted with hexane
6. 6
   Промывкаthe combined organic layers were washed two times with 1.0 M NaOH and water
7. 7
   СушкаAfter drying over MgSO4
8. 8
   Другоеthe solvent was removed under reduced pressure
9. 9
   Другоеto give an orange oil
10. 10
    workup.DISTILLATIONThe crude product was distilled under reduced pressure

Методика

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).

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