Reaktion #4656

Reaktionsgleichung

ethyl 6-fluoro-7-(pyrrol-1-yl)-4-hydroxyquinoline-3-caboxylate

potassium carbonate

ethylene bromohydrin

→

solid

Ausbeute 45.9%

ethyl 6-fluoro-7-(pyrrol-1-yl)-1-(2-hydroxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Ausbeute 45.9%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITleft
2. 2
   Temperaturto cool
3. 3
   Temperaturthe mixture is heated at 80°-90° C. for 10 hours
4. 4
   workup.ADDITIONactive carbon is added
5. 5
   Filtrationthe mixture is filtered hot
6. 6
   Sonstigethe filtrate is evaporated to dryness, water
7. 7
   workup.ADDITIONis added
8. 8
   Sonstigethe precipitate formed
9. 9
   Filtrationis filtered off
10. 10
    Waschenwashed with water
11. 11
    SonstigeIt is recrystallized from dimethylformamide

Vorschrift

A mixture of 2 g (0.0076 mol) of ethyl 6-fluoro-7-(pyrrol-1-yl)-4-hydroxyquinoline-3-caboxylate and 1.85 g (2×0.0076 mol) of potassium carbonate in 20 ml of dimethylformamide is heated for 30 minutes at 60° C. and left to cool, 3.35 g (4×0.0076 mol) of ethylene bromohydrin are added, the mixture is heated at 80°-90° C. for 10 hours, active carbon is added, the mixture is filtered hot, the filtrate is evaporated to dryness, water is added and the precipitate formed is filtered off and washed with water. It is recrystallized from dimethylformamide to give 1.2 g of a solid melting at 237°-239° C.

Quelle