Acetic Acid → Acetoacetic Acid

HRID 48388

Reaktionsgleichung

Reaktionsgleichung von HRID 48388
[C:1]1([CH2:7][O:8]C([NH:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][NH:24]C(OCC3C=CC=CC=3)=O)=[CH:17][CH:16]=2)=O)C=CC=CC=1.[H][H].[C:37]([OH:40])(=[O:39])[CH3:38]>[Pt]=O>[NH2:11][CH2:12][CH2:13][CH2:14][CH:15]1[CH2:20][CH2:19][CH:18]([CH2:21][CH2:22][CH2:23][NH2:24])[CH2:17][CH2:16]1.[CH3:1][C:7]([CH2:38][C:37]([OH:40])=[O:39])=[O:8]

Komponenten

6

Edukt 3

HCID 176Acetic AcidHCID 20633664(Phenylmethoxy)-n-[3(4-{3-[(phenylmethoxy)carbonylamino]propyl}phenyl)propyl]carboxamideHCID 178418361HCID 178418361, Verbindung

Produkt 2

HCID 96Acetoacetic AcidHCID 227432093-[4-(3-Aminopropyl)cyclohexyl]propylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 82844Platinum oxide (PtO)Katalysator

Versuchsvorschrift

Into a 250 mL reduction vessel were placed (phenylmethoxy)-N-[3(4-{3-[(phenylmethoxy)carbonylamino]propyl}phenyl)propyl]carboxamide (0.93 g, 2.02 mmol), acetic acid (75 mL), and platinum oxide (0.5 g) and the mixture was heated at 60° C. under 60 psi (413.7 kPa) of hydrogen gas for 12 hours. The reaction was cooled to room temperature and filtered through a Celite® cake and the filtrate was concentrated under reduced vacuum to give the intermediate title compound, 3-[4-(3-aminoethyl)cyclohexyl]propyllamine, (0.64 g, 100%) as a diacetic acid salt. Electron spray M.S. 199 (M++1).

Aufarbeitung

  1. customInto a 250 mL reduction vessel were placed
  2. filtrationfiltered through a Celite® cake
  3. concentrationthe filtrate was concentrated under reduced vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c2e3e78b846f4b9488109310b0beadb9
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06703425B2

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