Potassium Acetate → 6-Bromo-1H-indazole

HRID 2240514

Reaktionsgleichung

Reaktionsgleichung von HRID 2240514
F[B-](F)(F)F.[Br:6][C:7]1[CH:8]=[CH:9][C:10]([CH3:15])=[C:11]([N+:13]#[N:14])[CH:12]=1.C([O-])(=O)C.[K+]>C(Cl)(Cl)Cl.C1OCCOCCOCCOCCOCCOC1>[Br:6][C:7]1[CH:12]=[C:11]2[C:10]([CH:15]=[N:14][NH:13]2)=[CH:9][CH:8]=1

Komponenten

5

Edukt 2

HCID 517044Potassium AcetateHCID 805030315-Bromo-2-methylbenzenediazonium tetrafluoroborate

Produkt 1

HCID 178424716-Bromo-1H-indazoleAusbeute 86,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 2855718-Crown-6KatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

5-Bromo-2-methylphenyldiazonium tetrafluoroborate (1.50 g) was added to a mixture of potassium acetate (1.0 g) and 18-crown-6 (70 mg) in chloroform (50 mL) at room temperature in portions and then the reaction was stirred for 2 h. The resulting mixture was filtered and washed with chloroform. The filtrate was concentrated, and the residue was dissolved in diethyl ether, which was then washed with water, brine, dried, and the solvent was removed to give the product 6-bromoindazole (0.9 g). The product was used in the next step without further purification.

Aufarbeitung

  1. filtrationThe resulting mixture was filtered
  2. washwashed with chloroform
  3. concentrationThe filtrate was concentrated
  4. dissolutionthe residue was dissolved in diethyl ether
  5. washwhich was then washed with water, brine
  6. customdried
  7. customthe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-ddeb222683054e5fbcab4e744d827361
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07723349B2

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