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Water → 2-Acetyl-5-(4-fluoro-phenyl)cyclohexane-1,3-dione

HRID 2046465
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HRID 2046465 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=[O:14])[CH2:11][C:10](=[O:15])[CH2:9]2)=[CH:4][CH:3]=1.[C:16]([O-])(=[O:18])[CH3:17].[Na+].C(OCC)(=O)C.O>C(OC(=O)C)(=O)C>[C:16]([CH:11]1[C:12](=[O:14])[CH2:13][CH:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[CH2:9][C:10]1=[O:15])(=[O:18])[CH3:17]
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6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 517045Sodium AcetateHCID 7301365-(4-Fluorophenyl)cyclohexane-1,3-dione

생성물 1

HCID 529508832-Acetyl-5-(4-fluoro-phenyl)cyclohexane-1,3-dione

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

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온도
120 °C

실험 절차

5-(4-Fluorophenyl)cyclohexane-1,3-dione (500 mg, 2.4 mmol) and sodium acetate (200 mg, 2.4 mmol) were dissolved in acetic anhydride (5 ml) and heated in a sealed tube at 120° C. for 16 h. The reaction mixture was then allowed to cool to ambient temperature whereupon ethyl acetate (20 ml) and water (10 ml) were added. The organic phase was collected and washed 3 times with a saturated solution of sodium bicarbonate (3×15 ml). The organic phase was dried with MgSO4 and filtered. The solvent was removed under reduced pressure. The title compound was purified by column chromatography using ethyl acetate/heptane (1/3) as the eluent.

후처리

  1. additionwere added
  2. customThe organic phase was collected
  3. washwashed 3 times with a saturated solution of sodium bicarbonate (3×15 ml)
  4. dry with materialThe organic phase was dried with MgSO4
  5. filtrationfiltered
  6. customThe solvent was removed under reduced pressure
  7. customThe title compound was purified by column chromatography

출처 및 근거

ORD 기록
ord-43dd97b478c44479b8f357cdcf866fd6
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08592430B2

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