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

HRID 1361897

Reaktionsgleichung

Reaktionsgleichung von HRID 1361897
[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-52851ecc56bb4142b0d4b1e132cd0d16
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07880013B2

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