6-(Carbethoxymethyl)-3-phenyl-2-cyclohexen-1-one → 6-(Carbethoxymethyl)-3-phenylcyclohexanone

HRID 1196423Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1196423
[C:1]([CH2:6][CH:7]1[C:12](=[O:13])[CH:11]=[C:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8]1)([O:3][CH2:4][CH3:5])=[O:2]>[Pd].C(OCC)(=O)C>[C:1]([CH2:6][CH:7]1[C:12](=[O:13])[CH2:11][CH:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8]1)([O:3][CH2:4][CH3:5])=[O:2]

Komponenten

4

Edukt 1

HCID 216716106-(Carbethoxymethyl)-3-phenyl-2-cyclohexen-1-one

Produkt 1

HCID 198983466-(Carbethoxymethyl)-3-phenylcyclohexanoneAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

6-(Carbethoxymethyl)-3-phenyl-2-cyclohexen-1-one (2.11 g) was added to a mixture of 0.2 g of 10% palladium on carbon in 30 ml of ethyl acetate. The reaction mixture was hydrogenated under a hydrogen atmosphere (maximum pressure 45 psi) for 41 hours. The mixture was filtered through celite, and the solvent was removed under reduced pressure. The recovered crude oil product was purified by chromatography on silica gel eluted with 5% ethyl acetate in hexane to provide 1.5 g (71%) of 6-(carbethoxymethyl)-3-phenylcyclohexanone.

Aufarbeitung

  1. customfor 41 hours
  2. filtrationThe mixture was filtered through celite
  3. customthe solvent was removed under reduced pressure
  4. customThe recovered crude oil product
  5. customwas purified by chromatography on silica gel
  6. washeluted with 5% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-7c46a809bee84b7e9caf67792ad49c77
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05114493

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