Acetic Anhydride → 1-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)-1-ethanone

HRID 487618

Reaktionsgleichung

Reaktionsgleichung von HRID 487618
[C:1]1([C:7]2[CH:15]=[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>S(=O)(=O)(O)O.[OH-].[Na+]>[C:1]1([C:7]2[C:15]([C:16](=[O:18])[CH3:17])=[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 2

HCID 7918Acetic AnhydrideHCID 156203422-Phenylpyrazolo[1,5-a]pyridine

Produkt 1

HCID 107049561-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)-1-ethanoneAusbeute 47,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric AcidKatalysatorHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

2-Phenylpyrazolo[1,5-a]pyridine (2.00 g) was added to a stirred solution of acetic anhydride (4.20 g) and two drops of sulfuric acid at room temperature. After being stirred under reflux for 14 hours, the reaction mixture was poured onto 80 ml of 4N NaOH aqueous solution and extracted with chloroform (30 ml×2). The extracts were combined and washed with water (30 ml), saturated sodium chloride aqueous solution (30 ml), then dried over magnesium sulfate and evaporated in vacuo. The residual crystals were recrystallized from diisopropyl ether to give 2-phenyl-3-acetylpyrazolo-[1,5-a]pyridine (1.16 g).

Aufarbeitung

  1. temperatureunder reflux for 14 hours
  2. extractionextracted with chloroform (30 ml×2)
  3. washwashed with water (30 ml), saturated sodium chloride aqueous solution (30 ml)
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residual crystals were recrystallized from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-fd79c29a8ebc45e38ef16f04653cef91
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05296490

Verknüpfte Notizen

Wird geladen…