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

HRID 377588Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 377588
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, 89 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-0f95c03dc4e044c591d3c74b3172fdd9
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06028079

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