تفاعل #577213

ord-f839fe5bb4354ca6ac278e5ae858b7ab

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA reaction mixture obtained
  2. 2
    درجة الحرارةwas refluxed for 7 hours
  3. 3
    أخرىwas then separated
  4. 4
    غسيلAn organic layer was washed with water
  5. 5
    تجفيفdried over anhydrous magnesium sulfate
  6. 6
    workup.DISTILLATIONThe solvent was distilled off
  7. 7
    أخرىto obtain a residue, which
  8. 8
    أخرىwas purified by silica gel column chromatography
  9. 9
    أخرىsubjected to recrystallization from ethanol

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07527746B2uspto-grants-2009_05