Hydrochloric Acid → 6-Carboxy-7-methoxy-4-(indol-5-yloxy)quinoline

HRID 387972Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 387972
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][CH:9]=[C:8]2[O:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][CH:22]=[CH:21]2)=[O:4].[OH-].[Li+].Cl>O1CCCC1>[C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][CH:9]=[C:8]2[O:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][CH:22]=[CH:21]2)([OH:4])=[O:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 229366056-Methoxycarbonyl-7-methoxy-4-(5-indolyloxy)quinoline

Produkt 1

HCID 229369786-Carboxy-7-methoxy-4-(indol-5-yloxy)quinolineAusbeute 72,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

After dissolving 6-methoxycarbonyl-7-methoxy-4-(indol-5-yloxy)quinoline (400 mg) in tetrahydrofuran (5 ml), a 1.5N aqueous lithium hydroxide solution (2.5 ml) was added and the mixture was stirred at room temperature for 3 hours. The reaction solution was adjusted to pH 4 with 1N aqueous hydrochloric acid, and the precipitated crystals were filtered out and washed with ethyl acetate to obtain the title compound (280 mg).

Aufarbeitung

  1. filtrationthe precipitated crystals were filtered out
  2. washwashed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-5e0ccb0245904be49df2ffa8a717c54e
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372981B2

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