Acetic Acid → Diethyl 4-oxo-4H-quinolizine-1,3-dicarboxylate

HRID 255593

Reaktionsgleichung

Reaktionsgleichung von HRID 255593
[O-]CC.[Na+].[N:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].C([O:19][CH:20]=[C:21]([C:27](OCC)=O)[C:22]([O:24][CH2:25][CH3:26])=[O:23])C.C(O)(=O)C>C(O)C>[CH2:15]([O:14][C:12]([C:11]1[CH:27]=[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:20](=[O:19])[N:5]2[C:6]=1[CH:7]=[CH:8][CH:9]=[CH:10]2)=[O:13])[CH3:16]

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 6871Diethyl (ethoxymethylene)malonateHCID 75960Ethyl 2-pyridylacetateHCID 2723922Sodium ethoxide

Produkt 1

HCID 262620Diethyl 4-oxo-4H-quinolizine-1,3-dicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of sodium ethoxide (sodium, 151 mg) in ethanol (20 ml) was added ethyl pyrid-2-ylacetate (1 ml) at room temperature and the mixture was stirred for 1 hour at the same temperature. To the mixture was added diethyl ethoxymethylenemalonate (1.33 ml) at room temperature and the mixture was stirred at room temperature overnight. To the mixture was added acetic acid (0.75 ml) at room temperature and the precipitate was filtered and washed with water to give 1,3-diethoxycarbonyl-4H-quinolizin-4-one (896 mg).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature overnight
  2. filtrationthe precipitate was filtered
  3. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-1f75550736664cc0bc9eca4bd6b837ec
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04698349

Verknüpfte Notizen

Wird geladen…