반응 #1797495
ord-f9bc80c1fde54c6e925c27d075382034
반응 방정식
4-methoxyphenol
potassium carbonate
acetonitrile
2-ethylhexyl bromide
→
clear oil
수율 80.4%
1-methoxy-4-(2-ethylhexyloxy)benzene
수율 80.4%
용매
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도heated
- 2온도at reflux for 4 days
- 3온도After cooling
- 4기타the organic phase was separated
- 5추출The aqueous layer was extracted with hexane
- 6세척the combined organic layers were washed two times with 1.0 M NaOH and water
- 7건조After drying over MgSO4
- 8기타the solvent was removed under reduced pressure
- 9기타to give an orange oil
- 10workup.DISTILLATIONThe crude product was distilled under reduced pressure
실험 절차
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).