Allyl bromide → 4-(Allyloxy)benzonitrile

HRID 861428ノート

反応式

HRID 861428 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)#[N:2].[CH2:10](Br)[CH:11]=[CH2:12]>CC(C)=O>[CH2:12]([O:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1)[CH:11]=[CH2:10]

参加物

4

反応物 2

HCID 7841Allyl bromideHCID 130194-Cyanophenol

生成物 1

HCID 2579494-(Allyloxy)benzonitrile

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A solution of 4-cyanophenol (50 g), allyl bromide (27.2 ml) potassium carbonate (47.8 g) in acetone (100 ml) was heated at reflux for 16 hours. The reaction mixture was evaporated, water was added to the residue and the aqueous mixture was extracted with diethyl ether. The diethyl ether extract was washed with dilute aqueous sodium hydroxide solution, dried (MgSO4) and evaporated to give 4-cyanophenyl allyl ether as a solid, m.p. 41.6° C.; microanalysis, found: C 75.1; H, 5.8; N, 8.7%; C10H9NO2 requires: C, 75.5; H, 5.7; N, 8.8%; NMR: 4.55-4.65(2H,m), 5.2-5.4(2H,m), 5.9-6.05(1H,m), 7.0-7.1(2H,m) and 7.65-7.75(2H,m).

後処理

  1. temperatureat reflux for 16 hours
  2. customThe reaction mixture was evaporated
  3. additionwater was added to the residue
  4. extractionthe aqueous mixture was extracted with diethyl ether
  5. extractionThe diethyl ether extract
  6. washwas washed with dilute aqueous sodium hydroxide solution
  7. dry with materialdried (MgSO4)
  8. customevaporated

出典と根拠

ORDレコード
ord-db7bd92a30094e198e7714cced1fed7f
出典データセット
uspto-grants-1998_02
特許番号
US05714496

反応ノート

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