Hydrochloric Acid → 3-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(hydroxymethyl)quinoline hydrochloride

HRID 1647445

Reaktionsgleichung

Reaktionsgleichung von HRID 1647445
[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][C:18]=1[CH3:24])=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:25][O:26]C(=O)C1C=CC(OC)=CC=1)(=[O:5])[CH2:2][CH2:3][CH3:4].[OH-].[Na+].[ClH:39]>CO.O>[ClH:39].[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][C:18]=1[CH3:24])=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:25][OH:26])(=[O:5])[CH2:2][CH2:3][CH3:4]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 199096773-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(4-methoxybenzoyloxymethyl)quinoline

Produkt 1

HCID 199230143-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(hydroxymethyl)quinoline hydrochlorideAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 3-butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(4-methoxybenzoyloxymethyl)quinoline (2.34 g, 4.8 mmol) and sodium hydroxide (0.38 g, 9.6 mmol) in methanol (50 ml) was heated at reflux for 30 minutes, then diluted with water and neutralised with dilute hydrochloric acid. The solid was filtered off and washed with water, then converted to the hydrochloride. Recrystallisation from aqueous ethanol gave 3-butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(hydroxymethyl)quinoline hydrochloride (1.16 g, 62%), m.p. 167°-171°.

Aufarbeitung

  1. temperatureat reflux for 30 minutes
  2. filtrationThe solid was filtered off
  3. washwashed with water
  4. customRecrystallisation from aqueous ethanol

Quellen und Nachweise

ORD-Eintrag
ord-3166ce2ab0fc4aa18be4c3feb5149d35
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05432182

Verknüpfte Notizen

Wird geladen…