Acetyl chloride → 2'-Fluoro-4'-hydroxyacetophenone

HRID 394893노트

반응식

HRID 394893 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1.[C:13](Cl)(=[O:15])[CH3:14]>ClCCCl>[F:5][C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][C:11]=1[C:13](=[O:15])[CH3:14]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 97433-FluorophenolHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 27249122'-Fluoro-4'-hydroxyacetophenone수율 8.4%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

To a stirred suspension of aluminum chloride (42 g, 312 mmol) in 1,2-dichloroethane (100 ml) was added 3-fluorophenol (31 g, 276 mmol) dropwise at 0° C. After addition, acetyl chloride (24 g, 306 mmol) was added dropwise and then the mixture was heated at reflux temperature for 16 hours. The mixture was cooled down to room temperature, and poured into ice. The whole was extracted with diethylether. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was recystallized with hexane to give title compound (3.57 g, 8% yield).

후처리

  1. additionwas added dropwise
  2. temperaturethe mixture was heated
  3. temperatureat reflux temperature for 16 hours
  4. additionpoured into ice
  5. extractionThe whole was extracted with diethylether
  6. washThe organic layer was washed with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-06770c3875a24f718ce256192a5ecf79
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06603008B1

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