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Hydrochloric Acid → 6-Methoxy-1-(quinolin-4-yl)-1H-indole-3-carboxylic acid

HRID 492204
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 492204
O.[OH-].[Li+].O.[CH3:5][O:6][C:7]1[CH:15]=[C:14]2[C:10]([C:11]([C:26]([O:28]C)=[O:27])=[CH:12][N:13]2[C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[CH:18][CH:17]=2)=[CH:9][CH:8]=1.Cl>O1CCCC1>[C:26]([C:11]1[C:10]2[C:14](=[CH:15][C:7]([O:6][CH3:5])=[CH:8][CH:9]=2)[N:13]([C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[CH:18][CH:17]=2)[CH:12]=1)([OH:28])=[O:27]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 68970361Methyl 6-methoxy-1-(quinolin-4-yl)-1H-indole-3-carboxylate

Produkt 1

HCID 689717576-Methoxy-1-(quinolin-4-yl)-1H-indole-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

0.947 g (22.57 mmol) of lithium hydroxide monohydrate and 115 cm3 of water are added at a temperature in the region of 25° C. to 2.5 g (7.52 mmol) of 6-methoxy-3-methoxycarbonyl-1-(quinol-4-yl)-1H-indole dissolved in 115 cm3 of tetrahydrofuran. After stirring at the reflux point of the solvent for 19 hours, the reaction mixture is concentrated under reduced pressure (2.7 kPa) to give a residue which is taken up with 22.5 cm3 of N hydrochloric acid. After filtering off and drying the solid residue at atmospheric pressure at a temperature in the region of 60° C., 2.4 g of 3-carboxy-6-methoxy-1-(quinol-4-yl)-1H-indole are obtained in the form of a beige-coloured solid which decomposes at approximately 175° C.

Aufarbeitung

  1. concentrationthe reaction mixture is concentrated under reduced pressure (2.7 kPa)
  2. customto give a residue which
  3. filtrationAfter filtering off
  4. dry with materialdrying the solid residue at atmospheric pressure at a temperature in the region of 60° C., 2.4 g of 3-carboxy-6-methoxy-1-(quinol-4-yl)-1H-indole
  5. customare obtained in the form of a beige-coloured solid which
  6. customdecomposes at approximately 175° C.

Quellen und Nachweise

ORD-Eintrag
ord-3259a873127447d6996c05221a0ddbc1
Quelldatensatz
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07531663B2

Notizen zur Reaktion

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