Lithium Hydroxide → 5-Bromo-1H-indole-7-carboxylic acid

HRID 656006Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 656006
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11]([O:13]C)=[O:12])[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[OH-].[Li+]>CO.O>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11]([OH:13])=[O:12])[CH:10]=1)[NH:7][CH:6]=[CH:5]2

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 24728848methyl 5-bromo-1H-indole-7-carboxylate

Produkt 1

HCID 533992575-Bromo-1H-indole-7-carboxylic acidAusbeute 99,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Methyl 5-bromo-1H-indole-7-carboxylate (5 g, 19.7 mmol) was dissolved in methanol (200 mL) and a solution of lithium hydroxide (0.99 g, 41 mmol) in water (10 mL) was added. The mixture was heated at reflux for 50 hours. The methanol was removed in vacuo and the residue diluted with aqueous hydrochloric acid (2 M). The resulting precipitate was filtered off and dried in a heated vacuum pistol to give 4.7 g (99%) of the title compound as a beige solid.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 50 hours
  3. customThe methanol was removed in vacuo
  4. additionthe residue diluted with aqueous hydrochloric acid (2 M)
  5. filtrationThe resulting precipitate was filtered off
  6. customdried in a heated vacuum pistol

Quellen und Nachweise

ORD-Eintrag
ord-bd3f135db87343969224fd5a31249fdd
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071584B2

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