Hydrochloric Acid → 4H-quinolizin-4-one-1,3-dicarboxylic acid

HRID 255600Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 255600
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([C:17]([O:19]CC)=[O:18])[C:9](=[O:16])[N:10]2[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]2)=[O:5])C.[OH-].[Na+].Cl>CO>[C:6]1([C:4]([OH:5])=[O:3])[CH:7]=[C:8]([C:17]([OH:19])=[O:18])[C:9](=[O:16])[N:10]2[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]2

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 262620Diethyl 4-oxo-4H-quinolizine-1,3-dicarboxylate

Produkt 1

HCID 139212454H-quinolizin-4-one-1,3-dicarboxylic acidAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 1,3-diethoxycarbonyl-4H-quinolizin-4-one (896 mg) in methanol (9 ml) was added 6N aqueous sodium hydroxide (2.58 ml) at room temperature and the mixture was heated with reflux for an hour. After cooling to 0° C., the reaction mixture was acidified to pH 2 with 6N hydrochloric acid and the precipitate was filtered and washed with water to give 4H-quinolizin-4-one-1,3-dicarboxylic acid (202 mg).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperaturewith reflux for an hour
  3. filtrationthe precipitate was filtered
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-93a652526910429c87415cb6447a0262
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04698349

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