Reacción #577213

ord-f839fe5bb4354ca6ac278e5ae858b7ab

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA reaction mixture obtained
  2. 2
    Temperaturawas refluxed for 7 hours
  3. 3
    Otrowas then separated
  4. 4
    LavadoAn organic layer was washed with water
  5. 5
    Secadodried over anhydrous magnesium sulfate
  6. 6
    workup.DISTILLATIONThe solvent was distilled off
  7. 7
    Otroto obtain a residue, which
  8. 8
    Otrowas purified by silica gel column chromatography
  9. 9
    Otrosubjected to recrystallization from ethanol

Procedimiento

A reaction mixture obtained by adding 20 g of 4-cyano-4′-hydroxybiphenyl, 20 g of ally bromide and 25 g of potassium carbonate to 250 mL of butanone was refluxed for 7 hours. Water was added to the reaction mixture, which was then separated. An organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a residue, which was purified by silica gel column chromatography using toluene as an elusion solvent and then subjected to recrystallization from ethanol to obtain 22 g of 4-allyloxy-4′-cyanobiphenyl.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07527746B2uspto-grants-2009_05