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

HRID 2192582ノート

反応式

HRID 2192582 の反応式
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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-be1de17ceecf4c13b9ad88d74901ce62
出典データセット
uspto-grants-2012_12
特許番号
US08329732B2

反応ノート

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