反应 #1797495

反应方程式

4-methoxyphenol

potassium carbonate

acetonitrile

2-ethylhexyl bromide

→

clear oil

收率 80.4%

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

收率 80.4%

溶剂

water

反应条件

后处理

1. 1
   温度heated
2. 2
   温度at reflux for 4 days
3. 3
   温度After cooling
4. 4
   其他the organic phase was separated
5. 5
   萃取The aqueous layer was extracted with hexane
6. 6
   洗涤the combined organic layers were washed two times with 1.0 M NaOH and water
7. 7
   干燥After drying over MgSO4
8. 8
   其他the solvent was removed under reduced pressure
9. 9
   其他to give an orange oil
10. 10
    workup.DISTILLATIONThe crude product was distilled under reduced pressure

实验过程

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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