Benzyl Bromide → 4-(Benzyloxy)-1h-indazole

HRID 2423061Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2423061
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2.[H-].[Na+].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C=O)C>[C:14]1([CH2:13][O:1][C:2]2[CH:10]=[CH:9][CH:8]=[C:7]3[C:3]=2[CH:4]=[N:5][NH:6]3)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 1357424501H-indazol-4-ol

Produkt 1

HCID 231344734-(Benzyloxy)-1h-indazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-hydroxyindazole (702 mg, 5.24 mmol) in DMF (10 mL) at ambient temperature under argon was added sodium hydride (231 mg of a 60% dispersion in mineral oil, 5.76 mmol). The mixture was stirred for 10 minutes and then benzyl bromide (0.622 mL, 5.24 mmol) was added via syringe. After stirring for 2 hours at ambient temperature, the mixture was quenched with ammonium chloride solution, the solvents were evaporated and ethyl acetate and water were added. The product was extracted into ethyl acetate and the organic solution was dried (Na2SO4) and evaporated.

Aufarbeitung

  1. stirringAfter stirring for 2 hours at ambient temperature
  2. customthe mixture was quenched with ammonium chloride solution
  3. customthe solvents were evaporated
  4. additionethyl acetate and water were added
  5. extractionThe product was extracted into ethyl acetate
  6. dry with materialthe organic solution was dried (Na2SO4)
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-41976967a7c2431e9fd3bc1e25a5f428
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960563B2

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