Реакция #2069929

ord-d7eac201409d43deb09cba2b530eecf4

Уравнение реакции

N#Cc1ccc(-c2ccc(O)cc2)cc1
4-cyano-4′-hydroxybiphenyl
C=CCBr
allyl bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCC(C)=O
2-butanone
C=CCOc1ccc(-c2ccc(C#N)cc2)cc1
4-allyloxy-4′-cyanobiphenyl
Выход 91.3%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеA solution prepared
  2. 2
    Температураwas refluxed for 7 hours
  3. 3
    Промывкаthe organic layer was washed with water
  4. 4
    Сушкаdried with anhydrous magnesium sulfate
  5. 5
    ДругоеThe solvent was evaporated away
  6. 6
    Другоеthe resulting residue was purified through silica gel column chromatography
  7. 7
    Другоеfurther recrystallized from ethanol

Методика

A solution prepared by adding 20 g of 4-cyano-4′-hydroxybiphenyl, 20 g of allyl bromide and 25 g of potassium carbonate to 250 ml of 2-butanone was refluxed for 7 hours. Water was added to the reaction solution for liquid-liquid separation, and the organic layer was washed with water and dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the resulting residue was purified through silica gel column chromatography using toluene as an eluent solvent and then further recrystallized from ethanol to obtain 22 g of 4-allyloxy-4′-cyanobiphenyl.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07541071B2uspto-grants-2009_06