4'-Hydroxyacetophenone → 1-[4-(4-Trifluoromethoxybenzyloxy)phenyl]ethanone

HRID 30231

반응식

HRID 30231 반응식
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)=[O:3].C(=O)([O-])[O-].[K+].[K+].[F:17][C:18]([F:29])([F:28])[O:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24]Br)=[CH:22][CH:21]=1>CC(C)=O>[F:17][C:18]([F:28])([F:29])[O:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][O:10][C:7]2[CH:8]=[CH:9][C:4]([C:2](=[O:3])[CH3:1])=[CH:5][CH:6]=2)=[CH:22][CH:21]=1

참가 물질

5

반응물 3

HCID 74694'-HydroxyacetophenoneHCID 11430Potassium CarbonateHCID 1427851-(Bromomethyl)-4-(trifluoromethoxy)benzene

생성물 1

HCID 525612731-[4-(4-Trifluoromethoxybenzyloxy)phenyl]ethanone수율 80.8%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a mixture of 300.0 mg (2.203 mmol) 4-hydroxyacetophenone and 305 mg (2.207 mmol) potassium carbonate in 15 ml acetone was added 868.7 mg (3.304 mmol) 4-(trifluoromethoxy)benzylbromide dropwise and heated under reflux for 1 d. The solvent was evaporated and to the residue was added ethyl acetate. The organic phase was washed with 1M aqueous HCl solution and water, dried over magnesium sulfate. The solvent was evaporated and the residue was subjected to silica gel chromatography (ethyl acetate/n-heptane 1:2) to yield 552 mg (1.779 mmol) 1-[4-(4-trifluoromethoxy-benzyloxy)-phenyl]-ethanone.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 1 d
  3. customThe solvent was evaporated and to the residue
  4. additionwas added ethyl acetate
  5. washThe organic phase was washed with 1M aqueous HCl solution and water
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-efd148e6c9f346ae90a7dbd83987925f
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423060B2

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