Reaktion #577213

ord-f839fe5bb4354ca6ac278e5ae858b7ab

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA reaction mixture obtained
  2. 2
    Temperaturwas refluxed for 7 hours
  3. 3
    Sonstigewas then separated
  4. 4
    WaschenAn organic layer was washed with water
  5. 5
    Trocknendried over anhydrous magnesium sulfate
  6. 6
    workup.DISTILLATIONThe solvent was distilled off
  7. 7
    Sonstigeto obtain a residue, which
  8. 8
    Sonstigewas purified by silica gel column chromatography
  9. 9
    Sonstigesubjected to recrystallization from ethanol

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07527746B2uspto-grants-2009_05