Sodium Hydroxide → 7-Bromo-2-methyl-2H-indazole-3-carboxylic acid

HRID 902562Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 902562
C[O:2][C:3]([C:5]1[N:6]([CH3:15])[N:7]=[C:8]2[C:13]=1[CH:12]=[CH:11][CH:10]=[C:9]2[Br:14])=[O:4].[OH-].[Na+]>C(O)C>[Br:14][C:9]1[C:8]2[C:13](=[C:5]([C:3]([OH:4])=[O:2])[N:6]([CH3:15])[N:7]=2)[CH:12]=[CH:11][CH:10]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 58861011Methyl 7-bromo-2-methyl-2H-indazole-3-carboxylate

Produkt 1

HCID 210946187-Bromo-2-methyl-2H-indazole-3-carboxylic acidAusbeute 94,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

A mixture of 7-bromo-2-methyl-2H-indazole-3-carboxylic acid methyl ester (35a; 0.215 g, 0.799 mmol), 8 mL of a 2 M aqueous NaOH solution, and 6 mL of ethanol was stirred at 55° C. overnight, then concentrated to remove ethanol. The remaining aqueous layer was acidified with a 10% aqueous HCl solution and extracted with three 20 mL portions of ethyl acetate. The combined organic layers were dried over Na2SO4, filtered, and concentrated to afford crude 7-bromo-2-methyl-2H-indazole-3-carboxylic acid (35e; 0.193 g; 94%) which was used without further purification.

Aufarbeitung

  1. concentrationconcentrated
  2. customto remove ethanol
  3. extractionextracted with three 20 mL portions of ethyl acetate
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c6abcbab167842aeb8d8f4134623e77c
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365211B2

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