1,4-Dioxane → 1-(4-Aminophenyl)piperidin-4-one

HRID 37847

Reaktionsgleichung

Reaktionsgleichung von HRID 37847
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][C:13](=[O:16])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.O1CCOCC1>[Ni].CO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:11][CH2:12][C:13](=[O:16])[CH2:14][CH2:15]2)=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 312751,4-DioxaneHCID 38425621-(4-Nitrophenyl)piperidin-4-one

Produkt 1

HCID 222202411-(4-Aminophenyl)piperidin-4-oneAusbeute 55,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1-(4-nitro-phenyl)-piperidin-4-one (2.8 g, 12.7 mmol) in a mixture of 1:4 dioxane: methanol (100 mL) was hydrogenated over Raney nickel (1 g) under balloon pressure at ambient temperature overnight. The mixture was filtered through Celite and the filtrate was concentrated under vacuum. The resulting solid was washed with petroleum ether (2×10 mL) and dried to afford 1-(4-amino-phenyl)-piperidin-4-one (1.34 g, 55%).

Aufarbeitung

  1. filtrationThe mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under vacuum
  3. washThe resulting solid was washed with petroleum ether (2×10 mL)
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9fd9cdc746864c5e85abe82bcbb9f9cc
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524705B2

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