Sodium Hydroxide → 2-Oxo-1,2,3,4-tetrahydroquinoline-5-carboxylic acid

HRID 483158Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 483158
[C:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](=[O:14])[NH:9]2)([OH:3])=[O:2].[OH-].[Na+].[H][H]>O.[Pt].[C]>[C:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][C:8](=[O:14])[NH:9]2)([OH:3])=[O:2]

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 132429962-Hydroxyquinoline-5-carboxylic acidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 132430022-Oxo-1,2,3,4-tetrahydroquinoline-5-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178503042HCID 178503042, VerbindungKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

2 Grams of 5-carboxycarbostyril was suspended in 30 ml of water, then 10N-sodium hydroxide aqueous solution was added to dissolve the crystals. To this solution was added 500 mg of 10% platinum-carbon and this mixture was catalytically reduced with hydrogen gas under condition of 3-4 kg/cm2 at 70° C. After the completion of the reaction, the catalyst was removed from the reaction mixture by filtration, then the pH of the filtrate was adjusted to about pH=1 by adding concentrated hydrochloric acid. The precipitated crystals were collected by filtration, recrystallized from methanol to obtain 820 mg of 5-carboxy-3,4-dihydrocarbostyril in the form of colorless needle-like crystals.

Aufarbeitung

  1. dissolutionto dissolve the crystals
  2. customAfter the completion of the reaction
  3. customthe catalyst was removed from the reaction mixture by filtration
  4. additionby adding concentrated hydrochloric acid
  5. filtrationThe precipitated crystals were collected by filtration
  6. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-ceb630d835aa44c0968e5a661bf75f84
Quelldatensatz
uspto-grants-1986_03
Patentnummer
US04578381

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