1-Bromopropane → Ethyl 6-fluoro-7-(pyrrol-1-yl)-1-propyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 4563

Reaktionsgleichung

Reaktionsgleichung von HRID 4563
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1)[N:8]=[CH:7][C:6]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:5]2[OH:22].C(=O)([O-])[O-].[K+].[K+].[CH3:29][CH2:30][CH2:31]Br>O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1)[N:8]([CH2:29][CH2:30][CH3:31])[CH:7]=[C:6]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:5]2=[O:22]

Komponenten

5

Edukt 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 178418515HCID 178418515, Verbindung

Produkt 1

HCID 13670065Ethyl 6-fluoro-7-(pyrrol-1-yl)-1-propyl-4-oxo-1,4-dihydroquinoline-3-carboxylateAusbeute 70,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 3 g (0.01 mol) of ethyl 6-fluoro-7-(pyrrol-1-yl)-4-hydroxyquinoline-3-carboxylate, 2.8 g (0.02 mol) of potassium carbonate and 6 g (0.04 mol) of n-propyl bromide is heated for 5 hours at 80°-90° C. and left to cool, water is added and the precipitate formed is filtered off, washed with water and recrystallized from ethanol to give 2.4 g of a solid melting at 128°-130° C.

Aufarbeitung

  1. temperatureis heated for 5 hours at 80°-90° C.
  2. waitleft
  3. temperatureto cool
  4. customthe precipitate formed
  5. filtrationis filtered off
  6. washwashed with water
  7. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-be0c48a785594e99ae9be16e912872eb
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727080

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