2-Bromoethanol → 7-Chloro-6-fluoro-1-(2-hydroxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, ethyl ester

Beteiligte Stoffe

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Reaktionsschritte

A solution of 8.1 g of 7-chloro-3-ethoxycarbonyl-6-fluoro-4-oxo-1,4-dihydro-quinoline and 8.2 g of potassium carbonate in 70 cm3 of DMF was agitated and heated at 110° C. for 1 hour. After cooling to 60° C., 15 of 2-bromo-ethanol were added to the reaction mixture and it was agitated and heated at 110° C. for 4 hours. After evaporation of the solvent under reduced pressure, 100 cm3 of water were added to the residue and the aqueous mixture was extracted with chloroform (4×100 cm3). The combined organic extracts were washed with water (2×100 cm3), dried over Na2SO4, filtered and then evaporated to dryness. The residue was recrystallised from ethanol (150 cm3). 6.75 g of 7-chloro-6-fluoro-3-ethoxycarbonyl-1-(2-hydroxyethyl)-4-oxo-1,4-dihydroquinoline, m.p. 202° C., were obtained; yield 67%.

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