Reacción #2069929

ord-d7eac201409d43deb09cba2b530eecf4

Ecuación de reacción

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
Rendimiento 91.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA solution prepared
  2. 2
    Temperaturawas refluxed for 7 hours
  3. 3
    Lavadothe organic layer was washed with water
  4. 4
    Secadodried with anhydrous magnesium sulfate
  5. 5
    OtroThe solvent was evaporated away
  6. 6
    Otrothe resulting residue was purified through silica gel column chromatography
  7. 7
    Otrofurther recrystallized from ethanol

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07541071B2uspto-grants-2009_06