Ammonium cerium (IV) nitrate → HCID 66608280, Verbindung

HRID 71208

Reaktionsgleichung

Reaktionsgleichung von HRID 71208
COC1C=CC(C[N:8]2[CH2:13][CH2:12][CH2:11][C:10]([CH3:24])([O:14][C:15]3[CH:20]=[C:19]([F:21])[C:18]([F:22])=[C:17]([F:23])[CH:16]=3)[C:9]2=[O:25])=CC=1.[N+]([O-])([O-])=O.[NH4+].[Ce+4].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O>C(#N)C.O.C(OCC)(=O)C.C(=O)([O-])O.[Na+]>[CH3:24][C:10]1([O:14][C:15]2[CH:20]=[C:19]([F:21])[C:18]([F:22])=[C:17]([F:23])[CH:16]=2)[CH2:11][CH2:12][CH2:13][NH:8][C:9]1=[O:25]

Komponenten

7

Edukt 2

HCID 9869224Ammonium cerium (IV) nitrate2×HCID 666083191-(4-Methoxybenzyl)-3-methyl-3-(3,4,5-trifluorophenoxy)piperidin-2-one

Produkt 1

HCID 66608280HCID 66608280, VerbindungAusbeute 57,8 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

To a mixture of 1-(4-methoxybenzyl)-3-methyl-3-(3,4,5-trifluorophenoxy)piperidin-2-one (76.2 mg) in acetonitrile (1 mL) was added a mixture of cerium(IV) ammonium nitrate (275 mg) in water (1 mL) at room temperature, and the mixture was stirred overnight. Cerium(IV) ammonium nitrate (110 mg) was added, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with ethyl acetate and saturated aqueous sodium hydrogen carbonate solution, and the insoluble material was removed by filtration. The organic layer was separated, washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate) and silica gel column chromatography (ethyl acetate/hexane) to give the title compound (30.1 mg).

Aufarbeitung

  1. additionwas added
  2. stirringthe mixture was stirred at room temperature for 1 hr
  3. customthe insoluble material was removed by filtration
  4. customThe organic layer was separated
  5. washwashed with water and saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate) and silica gel column chromatography (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-61f80022f8fe4e3a9ca67e2e0be6b69b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822699B2

Verknüpfte Notizen

Wird geladen…