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

HRID 2192582Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192582
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

Komponenten

4

Edukt 3

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

Produkt 1

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

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-be1de17ceecf4c13b9ad88d74901ce62
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329732B2

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