反応 #2069929

ord-d7eac201409d43deb09cba2b530eecf4

反応方程式

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
収率 91.3%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他A solution prepared
  2. 2
    温度was refluxed for 7 hours
  3. 3
    洗浄the organic layer was washed with water
  4. 4
    乾燥dried with anhydrous magnesium sulfate
  5. 5
    その他The solvent was evaporated away
  6. 6
    その他the resulting residue was purified through silica gel column chromatography
  7. 7
    その他further recrystallized from ethanol

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07541071B2uspto-grants-2009_06