Ethanol → HCID 22605344, Verbindung

HRID 241945Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 241945
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][N:4]2[N:8]=[C:9]([C:11]([OH:13])=[O:12])[CH:10]=[C:3]12.S(=O)(=O)(O)O.[CH3:19][CH2:20]O>>[CH2:19]([O:12][C:11]([C:9]1[CH:10]=[C:3]2[C:2](=[O:1])[CH2:7][CH2:6][CH2:5][N:4]2[N:8]=1)=[O:13])[CH3:20]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 226053224-oxo-4H,5H,6H,7H-pyrazolo[1,5-a]pyridine-2- carboxylic acid

Produkt 1

HCID 22605344HCID 22605344, Verbindung

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a mixture of 4-oxo-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridine-2-carboxylic acid (16 g, 89 mmol) in 170 mL EtOH is added slowly 12 mL concentrated sulphuric acid and the reaction mixture is heated to 100° C. for 2 h. The reaction mixture is cooled to RT and concentrated under reduced pressure. The residue is poured on ice, neutralized by the addition of an aqueous saturated solution of NaHCO3 and extracted with DCM. The combined organic phases are washed with water and brine, dried on MgSO4 and the solvent are removed under reduced pressure. Yield: 17 g. HPLC-MS: Rt=1.79 min, (M+H)+=209.

Aufarbeitung

  1. temperatureThe reaction mixture is cooled to RT
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue is poured on ice
  4. additionneutralized by the addition of an aqueous saturated solution of NaHCO3
  5. extractionextracted with DCM
  6. washThe combined organic phases are washed with water and brine
  7. customdried on MgSO4
  8. customthe solvent are removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bb6ab8a4eed7468b98a5a508a2f53c11
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653097B2

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