Methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate → 1-Methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

HRID 626186Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626186
[CH3:1][N:2]1[CH:7]=[CH:6][C:5]([C:8]([O:10]C)=[O:9])=[CH:4][C:3]1=[O:12]>CO.O>[CH3:1][N:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][C:3]1=[O:12]

Komponenten

4

Edukt 1

HCID 819408Methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate

Produkt 1

HCID 8199231-Methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acidAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate (1 g, 1.0 eq) in 25 mL MeOH was added a solution of LiOHH2O (755 mg, 3.0 eq) in 5 mL water at rt. The reaction was then stirred at rt for 2 h. Then the solvent was removed in vacuo, and water was added to the residue, followed by addition of 3N HCl (aq) to adjust pH=1˜3. The product was collected by filtration and washed with water to give the product as white solid (540 mg, 60% yield). 1H NMR (400 MHz, DMSO-d6) δ 13.56 (brs, 1H), 7.80 (d, J=7.2 Hz, 1H), 6.83 (d, J=1.6 Hz, 1H), 6.53 (d, J=6.8 Hz, 1.6 Hz, 1H), 3.46 (s, 3H).

Aufarbeitung

  1. customThen the solvent was removed in vacuo, and water
  2. additionwas added to the residue
  3. additionfollowed by addition of 3N HCl (aq)
  4. filtrationThe product was collected by filtration
  5. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-a1120d430b0940b1be6b99641f1b39fa
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309211B2

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