Sulfuric Acid → 5-(Trifluoromethyl)cyclohexane-1,3-dione

HRID 2192582노트

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HRID 2192582 반응식
COC([CH:5]1[C:10]([O-:11])=[CH:9][C:8](=[O:12])[CH2:7][CH:6]1[C:13]([F:16])([F:15])[F:14])=O.[Na+].[OH-].[Na+].S(=O)(=O)(O)O>>[F:14][C:13]([F:15])([F:16])[CH:6]1[CH2:7][C:8](=[O:12])[CH2:9][C:10](=[O:11])[CH2:5]1

참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 59226399Sodium 6-(Methoxycarbonyl)-3-oxo-5-(trifluoromethyl)cyclohex-1-enolate

생성물 1

HCID 592265745-(Trifluoromethyl)cyclohexane-1,3-dione

실험 절차

Sodium 6-(Methoxycarbonyl)-3-oxo-5-(trifluoromethyl)cyclohex-1-enolate (1.0 eq) was dissolved in 1M NaOH (1.0 eq), and the mixture refluxed for 1 h. After cooling to room temperature, the mixture was acidified with 5 M sulfuric acid. The mixture was extracted with EtOAc. After washing with water, the organic layer was dried over magnesium sulfate, the solvent was removed under reduced pressure to give 5-(trifluoromethyl)cyclohexane-1,3-dione, which was used to the next step without further purification (98%). LC/MS (m/z): MH+=181.1, Rt=0.55 min.

후처리

  1. temperaturethe mixture refluxed for 1 h
  2. extractionThe mixture was extracted with EtOAc
  3. washAfter washing with water
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-be1de17ceecf4c13b9ad88d74901ce62
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329732B2

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