Water → 6-methoxy-1H-indole-2-carboxylic acid

HRID 1449733

Reaktionsgleichung

Reaktionsgleichung von HRID 1449733
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([C:12]([O:14]C)=[O:13])[NH:9]2)=[CH:5][CH:4]=1.O.[OH-].[K+]>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([C:12]([OH:14])=[O:13])[NH:9]2)=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 688173Methyl-6-methoxy-2-indolecarboxylate

Produkt 1

HCID 4103276-methoxy-1H-indole-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Methyl 6-methoxyindole-2-carboxylate (PREPARATION 62, 5.71 g) is dissolved in 70 ml of dioxane and 7 ml of water and 1.87 g of crushed potassium hydroxide are added. The reaction is heated to 50° and stirred 1.5 hr. The reaction mixture is acidified to pH 4-5 and extracted several times with methanol/chloroform (10/90). The organic layers are combined and dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title acid, NMR (300 MHz, d4-CD3OD) 7.47, 7.08, 6.90, 6.72 and 3.82 δ.

Aufarbeitung

  1. temperatureThe reaction is heated to 50°
  2. extractionextracted several times with methanol/chloroform (10/90)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a9cacae5cbea449da7572ea6e476bfdb
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05599930

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