Lithium hydroxide, monohydrate → 1-(Difluoromethyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid

HRID 509383Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 509383
[F:1][CH:2]([F:14])[N:3]1[C:8](=[O:9])[CH:7]=[CH:6][C:5]([C:10]([O:12]C)=[O:11])=[CH:4]1.O.[OH-].[Li+]>CO.O>[F:14][CH:2]([F:1])[N:3]1[C:8](=[O:9])[CH:7]=[CH:6][C:5]([C:10]([OH:12])=[O:11])=[CH:4]1

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 16079629HCID 16079629, Verbindung

Produkt 1

HCID 218858751-(Difluoromethyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of methyl 1-(difluoromethyl)-6-oxo-1,6-dihydropyridine-3-carboxylate (0.500 g, 2.461 mmol) in MeOH (12 mL) and water (4 mL) was added lithium hydroxide hydrate (0.207 g, 4.92 mmol, Aldrich). The resulting mixture was then stirred at room temperature for 4 h. Solvent (MeOH) was removed in vacuok, and the remaining aqueous solution was adjusted to pH=5-6 by addition of concentrated HCl. The mixture was then extracted with EtOAc (3×10 mL). The combined organic layers were dried (MgSO4), and the solvent removed to give the title compound as a yellow solid. MS (ESI, positive ion) m/z: 190 (M+H).

Aufarbeitung

  1. customSolvent (MeOH) was removed in vacuok
  2. additionthe remaining aqueous solution was adjusted to pH=5-6 by addition of concentrated HCl
  3. extractionThe mixture was then extracted with EtOAc (3×10 mL)
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. customthe solvent removed

Quellen und Nachweise

ORD-Eintrag
ord-6e1b66d2d7594bf99b177e9114b8c59c
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096527B2

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