Sodium Hydroxide → 6,7-Dimethoxy-2,3-quinolinedicarboxylic acid

HRID 1200214Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1200214
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[C:8]([C:15]([O:17]CC)=[O:16])[C:7]([C:20]([O:22]CC)=[O:21])=[CH:6]2.[OH-].[Na+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[C:8]([C:15]([OH:17])=[O:16])[C:7]([C:20]([OH:22])=[O:21])=[CH:6]2

Komponenten

3

Edukt 2

HCID 14798Sodium Hydroxide2×HCID 133519282,3-Diethyl 6,7-dimethoxy-2,3-quinolinedicarboxylate

Produkt 1

HCID 139230016,7-Dimethoxy-2,3-quinolinedicarboxylic acidAusbeute 101 %

Versuchsvorschrift

A suspension of 26.7 g (80 mmol) of 6,7-dimethoxy-2,3-quinolinedicarboxylic acid, diethyl ester, prepared as described by S. B. Kadin and C. H. Lamphere, J. Org. Chem., 49, 4999 (1984), in 10% sodium hydroxide solution (containing 16 g (400 mmol) of sodium hydroxide) was refluxed for 5 hours. After the filtration of the hot solution, 300 ml of water and subsequently 3N hydrochloric acid were added until the pH reached 1.0. The solids were filtered off by suction, washed thoroughly with water, and dried in vacuo to give 22.4 g of the desired product having a melting point of 264°-266° C.

Aufarbeitung

  1. customprepared
  2. filtrationAfter the filtration of the hot solution, 300 ml of water and subsequently 3N hydrochloric acid
  3. additionwere added until the pH
  4. filtrationThe solids were filtered off by suction
  5. washwashed thoroughly with water
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4e3206e858e94f27b4dfe44e3c914694
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04904775

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