HCID 18919752, Verbindung → HCID 18919771, Verbindung

HRID 1291170Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1291170
[C:1]([O:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=2)[CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Ni]>[C:1]([O:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=2)[CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 1

HCID 18919752HCID 18919752, Verbindung

Produkt 1

HCID 18919771HCID 18919771, VerbindungAusbeute 84,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

0.13 g (0.00038 mol) of 1-(4-nitro-benzyl)-piperidin-4-yl benzoate was dissolved in 7.6 ml of ethanol and treated with 0.08 g of Raney-nickel. The mixture was hydrogenated at room temperature and under normal pressure for 2 hrs. The catalyst was filtered off and, after concentration, the residue was chromatographed on silica gel with ethyl acetate/hexane (1:1) as the eluent. 0.1 g (84%) of 1-(4-amino-benzyl)-piperidin-4-yl benzoate was obtained as a yellowish oil. MS: me/e=311 (C19H23N2 O2+).

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. concentrationafter concentration
  3. customthe residue was chromatographed on silica gel with ethyl acetate/hexane (1:1) as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-2f379cd67486492e9412f17c802be644
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753679

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