3-(2-Pyridyl)-2-cyclopenten-1-one → 3-(2-Pyridyl)cyclopentan-1-one

HRID 655137Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655137
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH2:11][CH2:10][C:9](=[O:12])[CH:8]=1>CCO.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]1[CH2:11][CH2:10][C:9](=[O:12])[CH2:8]1

Komponenten

4

Edukt 1

HCID 392355473-(2-Pyridyl)-2-cyclopenten-1-one

Produkt 1

HCID 594861153-(2-Pyridyl)cyclopentan-1-oneAusbeute 225,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3-(2-pyridyl)-2-cyclopenten-1-one (1.43 g, 8.98 mmol) and 10% Pd/C (142 mg) in EtOH (30 mL) was stirred under hydrogen atmosphere (0.3 MPa) for 6.5 h. The catalyst was removed by filtration over Celite and the filtrate was concentrated in vacuo. The crude product was purified by column chromatography (Hexane/EtOAc=1/1) to yield 3-(2-pyridyl)cyclopentan-1-one (3.26 g, 94%) as colorless oil.

Aufarbeitung

  1. customThe catalyst was removed by filtration over Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe crude product was purified by column chromatography (Hexane/EtOAc=1/1)

Quellen und Nachweise

ORD-Eintrag
ord-68742832c65740f2be7f38b4ca104c31
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071591B2

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