반응 #1797495

ord-f9bc80c1fde54c6e925c27d075382034

반응 방정식

COc1ccc(O)cc1
4-methoxyphenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC#N
acetonitrile
CCCCC(CC)CBr
2-ethylhexyl bromide
CCCCC(CC)COc1ccc(OC)cc1
clear oil
수율 80.4%
CCCCC(CC)COc1ccc(OC)cc1
1-methoxy-4-(2-ethylhexyloxy)benzene
수율 80.4%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도heated
  2. 2
    온도at reflux for 4 days
  3. 3
    온도After cooling
  4. 4
    기타the organic phase was separated
  5. 5
    추출The aqueous layer was extracted with hexane
  6. 6
    세척the combined organic layers were washed two times with 1.0 M NaOH and water
  7. 7
    건조After drying over MgSO4
  8. 8
    기타the solvent was removed under reduced pressure
  9. 9
    기타to give an orange oil
  10. 10
    workup.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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07790347B2uspto-grants-2010_09