Acetic Acid → 5-Methoxy-4,6,7-trimethylindole-2-carboxylic acid

HRID 864388Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 864388
[CH3:1][O:2][C:3]1(C)[CH:11]=[C:10]([CH3:12])[C:9]2[C:5]([CH:6]=[C:7]([C:13]([O:15]CC)=[O:14])[N:8]=2)=[C:4]1[CH3:18].[OH-].[K+].[C:22](O)(=O)C>C(O)C>[CH3:1][O:2][C:3]1[C:4]([CH3:18])=[C:5]2[C:9](=[C:10]([CH3:12])[C:11]=1[CH3:22])[NH:8][C:7]([C:13]([OH:15])=[O:14])=[CH:6]2

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 19418845Ethyl 5-methoxy-4,5,7-trimethylindole-2-carboxylate

Produkt 1

HCID 194187895-Methoxy-4,6,7-trimethylindole-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of ethyl 5-methoxy-4,5,7 trimethylindole-2-carboxylate (PREPARATION 19, 1.04 g) in ethanol (30 ml) containing potassium hydroxide (45%, 2.5 ml) is heated under reflux for 1.5 hr. The mixture is acidified with acetic acid (2 ml) and concentrated under reduced pressure. The residue is mixed with water (200 ml) and filtered. The filter cake is washed with water and dried to give the title compound.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 1.5 hr
  3. concentrationconcentrated under reduced pressure
  4. additionThe residue is mixed with water (200 ml)
  5. filtrationfiltered
  6. washThe filter cake is washed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-21f20374ba0d45d1805b48c1b1caccea
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05563142

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