反応 #1797495

反応方程式

4-methoxyphenol

potassium carbonate

acetonitrile

2-ethylhexyl bromide

→

clear oil

収率 80.4%

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

収率 80.4%

溶媒

water

反応条件

後処理

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

実験手順

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).

出典