Potassium Permanganate → 5-fluoro-1-methyl-1H-indole-3-carboxylic acid

HRID 1372706

Reaktionsgleichung

Reaktionsgleichung von HRID 1372706
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[CH:6]=[C:5]2[CH:12]=[O:13].[Mn]([O-])(=O)(=O)=[O:15].[K+]>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[CH:6]=[C:5]2[C:12]([OH:15])=[O:13]

Komponenten

4

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

In acetone (50 ml) was dissolved 5-fluoro-1-methylindole-3-carbaldehyde (1.33 g, 7.52 mmol). To the resulting solution was added dropwise an 1N aqueous solution of potassium permanganate (7.15 ml, 7.15 mmol) under stirring at 0° C. After stirring at room temperature for 18 hours, another 1N aqueous solution of potassium permanganate (4.0 ml, 4.0 mmol) was added, and the mixture was stirred at room temperature for 18 hours. The mixture was filtered through Celite. After washing with water, the filtrate was added with 1N HCl. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give 5-fluoro-1-methylindole-3-carboxylic acid (885 mg, 61%) as a white crystalline powder.

Aufarbeitung

  1. stirringAfter stirring at room temperature for 18 hours
  2. stirringthe mixture was stirred at room temperature for 18 hours
  3. filtrationThe mixture was filtered through Celite
  4. washAfter washing with water
  5. additionthe filtrate was added with 1N HCl
  6. customThe crystals thus precipitated
  7. filtrationwere collected by filtration under reduced pressure
  8. washwashed with water
  9. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b6ef1f36321d442aaaa81e04016bd003
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07157487B2

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