Hydrochloric Acid → HCID 59214340, Verbindung

HRID 552842Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 552842
[H-].[Li+].[CH3:3][O:4][C:5]([C:7]1[CH:12]=[CH:11][NH:10][C:9](=[O:13])[CH:8]=1)=[O:6].I[CH2:15][CH:16]([CH3:18])[CH3:17].Cl>CN(C=O)C>[CH3:3][O:4][C:5]([C:7]1[CH:12]=[CH:11][N:10]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:9](=[O:13])[CH:8]=1)=[O:6]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 10556Isobutyl iodideHCID 62714Lithium hydrideHCID 280755Methyl 2-oxo-1,2-dihydropyridine-4-carboxylate

Produkt 1

HCID 59214340HCID 59214340, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel3×

Versuchsvorschrift

LiH (78 mg) was suspended in DMF (5 ml), and a suspension of methyl-2-oxo-1,2-dihydropyridine-4-carboxylate (500 mg) in DMF (5 ml) was added dropwise thereto at room temperature. The suspension was stirred as it was, and a solution of 1-iodo-2-methylpropane (506 μl) in DMF (5 ml) was added dropwise thereto over 10 min, followed by stirring at 50° C. for 15 hours. To the reaction solution was added 1M HCl at 0° C., followed by extraction with EtOAc, and the organic layer was washed with saturated brine, dried over anhydrous MgSO4, and filtered, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (n-hexane:EtOAc=90:10 to 50:50) to obtain methyl-1-isobutyl-2-oxo-1,2-dihydropyridine-4-carboxylate (440 mg) as white powders.

Aufarbeitung

  1. additionwas added dropwise
  2. customat room temperature
  3. stirringby stirring at 50° C. for 15 hours
  4. extractionfollowed by extraction with EtOAc
  5. washthe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationfiltered
  8. customthe solvent was evaporated under reduced pressure
  9. customThe residue was purified by silica gel chromatography (n-hexane:EtOAc=90:10 to 50:50)

Quellen und Nachweise

ORD-Eintrag
ord-d07f8556e3f54dcfa47f49aeb45f1fed
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951825B2

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