Реакция #9351

ord-1782f4c6e18d44388356e24fbc39135b

Уравнение реакции

Oc1ccc(OCc2ccccc2)cc1
4-benzyloxyphenol
C=CCBr
allylbromide
O=C([O-])[O-].[K+].[K+]
K2CO3
CC(C)=O
acetone
C=CCc1cc(OCc2ccccc2)cc(CC=C)c1O
desired product
C=CCc1cc(OCc2ccccc2)cc(CC=C)c1O
2,6-diallyl-4-benzyloxyphenol

Реагенты

Нет

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe reaction mixture was refluxed overnight
  2. 2
    Другоеthe insoluble materials were removed by filtration
  3. 3
    КонцентрированиеThe filtrate was concentrated in vac
  4. 4
    ДругоеThe residue was partitioned between ethyl ether (500 mL) and 2N aqueous NaOH (200 mL)
  5. 5
    ПромывкаThe organic layer was washed with water and brine
  6. 6
    Сушкаdried over anhydrous MgSO4
  7. 7
    Фильтрацияfiltered
  8. 8
    Концентрированиеconcentrated in vac

Методика

To a solution of starting 4-benzyloxyphenol (20 g) in acetone (800 mL) were added allylbromide (50 mL) and K2CO3 (60 g). The reaction mixture was refluxed overnight. After cooling to the room temperature, the insoluble materials were removed by filtration. The filtrate was concentrated in vac. The residue was partitioned between ethyl ether (500 mL) and 2N aqueous NaOH (200 mL). The organic layer was washed with water and brine, dried over anhydrous MgSO4, filtered, and concentrated in vac. to give the desired product.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07091230B2uspto-grants-2006_08