Cyclohexene, 4,4-difluoro-1-[(trimethylsilyl)oxy]- → 4,4-Difluorocyclohex-2-en-1-one

HRID 337855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 337855
[F:1][C:2]1([F:13])[CH2:7][CH2:6][C:5]([O:8][Si](C)(C)C)=[CH:4][CH2:3]1>C(#N)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:1][C:2]1([F:13])[CH2:7][CH2:6][C:5](=[O:8])[CH:4]=[CH:3]1

Komponenten

4

Edukt 1

HCID 89962723Cyclohexene, 4,4-difluoro-1-[(trimethylsilyl)oxy]-

Produkt 1

HCID 899621164,4-Difluorocyclohex-2-en-1-oneAusbeute 50,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 167845palladium(II) acetateKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of the [(4,4-difluorocyclohex-1-en-1-yl)oxy](trimethyl)silane (3.1 g, 15.0 mmol) prepared in Example 88a in acetonitrile (25 mL), palladium acetate (4.0 g, 17.8 mmol) was added, and the mixture was stirred at room temperature for 45 minutes. The reaction solution was filtered, the filtrate was vacuum concentrated, and the residue was purified with silica gel chromatography (hexane/ethyl acetate=9:1) to yield the title compound (1.0 g, 50%) as a yellow oil.

Aufarbeitung

  1. filtrationThe reaction solution was filtered
  2. concentrationconcentrated
  3. customthe residue was purified with silica gel chromatography (hexane/ethyl acetate=9:1)

Quellen und Nachweise

ORD-Eintrag
ord-98f4e68716674df2b71a84d4f7468771
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889741B2

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