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Allyl bromide → 1-[3-(Allyloxy)phenyl]ethanone

HRID 1690196
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HRID 1690196 반응식
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([OH:10])[CH:9]=1)=[O:3].C(=O)([O-])[O-].[K+].[K+].[CH2:17](Br)[CH:18]=[CH2:19].C(OCC)(=O)C>CC(C)=O>[CH2:19]([O:10][C:8]1[CH:9]=[C:4]([C:2](=[O:3])[CH3:1])[CH:5]=[CH:6][CH:7]=1)[CH:18]=[CH2:17]
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참가 물질

6

반응물 4

HCID 7841Allyl bromideHCID 84873-HydroxyacetophenoneHCID 8857Ethyl AcetateHCID 11430Potassium Carbonate

생성물 1

HCID 2579581-[3-(Allyloxy)phenyl]ethanone수율 100%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

3-Hydroxyacetophenone (1.36 g, 10.0 mmol) was dissolved in acetone (50 mL), then added with potassium carbonate (2.76 g, 20.0 mmol) and allylbromide (1.27 mL, 15.0 mmol) at room temperature, and heated to reflux for 2 hours. The reaction solution was cooled to room temperature, added with ethyl acetate, and washed with water and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (n-hexane/ethyl acetate=10/1), and 1-(3-(allyloxy)phenyl)ethanone (1.76 g, 100%) was obtained as a pale yellow oil.

후처리

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. washwashed with water and brine
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe obtained residue was purified

출처 및 근거

ORD 기록
ord-3f68f85c097b4ec9907422162010a9b5
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08153634B2

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