Lithium hydroxide, monohydrate → 6-Chloro-1-[2-(dimethylamino)ethyl]-1H-indole-3-carboxylic acid

HRID 1716422Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1716422
C[O:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([Cl:14])=[CH:11][CH:12]=2)[N:7]([CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])[CH:6]=1)=[O:4].O[Li].O>O.C1COCC1.CO>[Cl:14][C:10]1[CH:9]=[C:8]2[C:13]([C:5]([C:3]([OH:4])=[O:2])=[CH:6][N:7]2[CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])=[CH:12][CH:11]=1

Komponenten

4

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 68504879HCID 68504879, Verbindung

Produkt 1

HCID 685112116-Chloro-1-[2-(dimethylamino)ethyl]-1H-indole-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

The ester was hydrolyzed in a mixture of H2O/THF/MeOH (ratio 1:1:1) with LiOH.H2O (3 eq.). The reaction mixture was stirred at 40° C. overnight. The acid was extracted several times with EtOAc, and the combined organic phases were dried over Na2SO4. Recrystallisation in Et2O afforded 35 mg (34% overall yield) of the title compound as a white solid.

Aufarbeitung

  1. extractionThe acid was extracted several times with EtOAc
  2. dry with materialthe combined organic phases were dried over Na2SO4
  3. customRecrystallisation in Et2O
  4. customafforded

Quellen und Nachweise

ORD-Eintrag
ord-759ab8b291944e1bb2b19d53d93adfb6
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803815B2

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