Hydrochloric Acid → 2-Oxo-4-phenyl-1,2-dihydroquinoline-3-carboxylic acid

HRID 3150Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 3150
C([O:3][C:4]([C:6]1[C:7](=[O:22])[NH:8][C:9]2[C:14]([C:15]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:5])C.C(O)C.[OH-].[K+].Cl>O>[C:16]1([C:15]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:8][C:7](=[O:22])[C:6]=2[C:4]([OH:5])=[O:3])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 151627361,2-Dihydro-4-phenyl-2-oxo-3-quinoline carboxylic acid ethyl ester

Produkt 1

HCID 151627412-Oxo-4-phenyl-1,2-dihydroquinoline-3-carboxylic acidAusbeute 93,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1,2-dihydro-4-phenyl-2-oxo-3-quinoline carboxylic acid ethyl ester (5 g, 17 mmol), ethanol (20 ml), water (40 ml) and potassium hydroxide (5 g, mmol) was refluxed with heat for 1.5 hours. To the reaction mixture was added 60 ml of 2N-HCl to acidify the mixture to obtain a precipitated crystal by filtration. The crystal obtained was recrystallized from ethanol to give 4.2 g (yield: 92.9%) of the title compound.

Aufarbeitung

  1. temperaturewas refluxed
  2. temperaturewith heat for 1.5 hours
  3. customto obtain a precipitated crystal
  4. filtrationby filtration
  5. customThe crystal obtained
  6. customwas recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-5080020aec3640ada6d73af7d0efbd44
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733918

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