Hydrochloric Acid → 1-Benzyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

HRID 337544Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 337544
[CH2:1]([N:8]1[CH:13]=[CH:12][C:11]([C:14]([O:16]CC2C=CC=CC=2)=[O:15])=[CH:10][C:9]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO.O>[CH2:1]([N:8]1[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][C:9]1=[O:24])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23144210Benzyl 1-benzyl-2-oxo-1,2-dihydropyridine-4-carboxylate

Produkt 1

HCID 181796161-Benzyl-2-oxo-1,2-dihydropyridine-4-carboxylic acidAusbeute 20 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

Benzyl 1-benzyl-2-oxo-1,2-dihydropyridine-4-carboxylate (1.08 g, 3.38 mmol) obtained in Step 2 was dissolved in a mixed solvent of methanol (7 mL) and water (7 mL), and sodium hydroxide (0.680 g, 16.9 mmol) was added thereto, followed by stirring under heating and reflux for 30 minutes. The reaction mixture was poured into water (50 mL), and 10% hydrochloric acid was added thereto to adjust the pH to 4.5, followed by stirring at room temperature for 1 hour. The precipitated solid was collected by filtration to afford the entitled Compound w (151 mg, 20%) as a white solid.

Aufarbeitung

  1. additionwas added
  2. temperatureunder heating
  3. temperaturereflux for 30 minutes
  4. additionwas added
  5. stirringby stirring at room temperature for 1 hour
  6. filtrationThe precipitated solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-6ae772a7785d42d98fe922f7e503699f
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889718B2

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