Реакция #65095

ord-1008d93569fe4f328b166d92dc104611

Уравнение реакции

Oc1ccc(Br)cc1
4-bromophenol
CCCCCCCCBr
n-octylbromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCCCCCCCOc1ccc(Br)cc1
4-bromo-1-n-octyloxybenzene
Выход 63.9%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураto reflux for 12 hours
  2. 2
    workup.DISTILLATIONAfter the solvent was distilled off under a reduced pressure
  3. 3
    Другоеthe residue thus obtained
  4. 4
    Экстракцияwas extracted with isopropyl ether
  5. 5
    Промывкаwashed with a 5% aqueous sodium hydroxide solution and water in turn
  6. 6
    workup.DISTILLATIONThe ether was distilled off
  7. 7
    Другоеthe residue was purified by a silica gel column chromatography
  8. 8
    workup.DISTILLATIONsubjected to distillation

Методика

In 100 ml of acetone, 8.0 g of 4-bromophenol, 8.9 g of n-octylbromide, and 13 g of potassium carbonate were heated to reflux for 12 hours. After the solvent was distilled off under a reduced pressure, the residue thus obtained was extracted with isopropyl ether, washed with a 5% aqueous sodium hydroxide solution and water in turn. The ether was distilled off, and the residue was purified by a silica gel column chromatography using a mixed solvents of n-hexane and diethyl ether (10:1) and subjected to distillation to obtain 8.4 g of 4-bromo-1-n-octyloxybenzene.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05417885uspto-grants-1995_05