Potassium tert-butoxide → 1H-Indazole

HRID 873695

Reaktionsgleichung

Reaktionsgleichung von HRID 873695
C([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][N:9]=1)C1C=CC=CC=1.CC(C)([O-])C.[K+]>CS(C)=O>[NH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]=[N:9]1

Komponenten

4

Edukt 2

HCID 23665647Potassium tert-butoxideHCID 178420212HCID 178420212, Verbindung

Produkt 1

HCID 92211H-Indazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

Benzyl-indazole is dissolved in dimethylsulfoxide and potassium tert-butoxide (1 M solution in tetrahydrofuran) is added at room temperature. Oxygen is then bubbled into the solution for 5 minutes. The reaction is allowed to stir at room temperature for 18 h. The reaction is quenched with aqueous saturated ammonium chloride then extracted three times with ethyl acetate. The combined organic extracts are dried over sodium sulfate, and concentrated. Purification by flash chromatography provides the deprotected indazole.

Aufarbeitung

  1. customOxygen is then bubbled into the solution for 5 minutes
  2. customThe reaction is quenched with aqueous saturated ammonium chloride
  3. extractionthen extracted three times with ethyl acetate
  4. dry with materialThe combined organic extracts are dried over sodium sulfate
  5. concentrationconcentrated
  6. customPurification by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6cb6da7bd79d4de8af7ec6f460070b6a
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08975439B2

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