Quinoline → Ethyl 3-aminopent-4-enoate

HRID 850623

Reaktionsgleichung

Reaktionsgleichung von HRID 850623
N1C2C(=CC=CC=2)C=CC=1.[H][H].[CH2:13]([O:15][C:16](=[O:22])[CH2:17][CH:18]([NH2:21])[C:19]#[CH:20])[CH3:14]>CCO.[Pd].[O-]S([O-])(=O)=O.[Ba+2]>[CH2:13]([O:15][C:16](=[O:22])[CH2:17][CH:18]([NH2:21])[CH:19]=[CH2:20])[CH3:14]

Komponenten

6

Edukt 3

HCID 7047QuinolineHCID 22006121Ethyl 3-amino-4-pentynoateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 10057602Ethyl 3-aminopent-4-enoateAusbeute 185,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 16218511Pd barium sulfateKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 5% Pd/BaSO4 (0.025 g) and quinoline (0.30 mL) was stirred under a ballon of hydrogen for 30 minutes. 3-Amino-pent-4-ynoic acid ethyl ester 17-1 (1.77 g, 10.0 mmol) in EtOH (15 mL) was added and the solution stirred for an additional 2.5 hours. The solution was filtered through a pad of celite and concentrated in vacuo to provide 2.65 g of crude product 19-1.

Aufarbeitung

  1. filtrationThe solution was filtered through a pad of celite
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d1d55e3e70e0485588959b6a2941dcb8
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06017926

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