Allyl bromide → 4-(Allyloxy)benzonitrile

HRID 861428노트

반응식

HRID 861428 반응식
[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]

참가 물질

4

반응물 2

HCID 7841Allyl bromideHCID 130194-Cyanophenol

생성물 1

HCID 2579494-(Allyloxy)benzonitrile

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-db7bd92a30094e198e7714cced1fed7f
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05714496

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