Sodium Hydroxide → 7-Chloro-3-methyl-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

In a sealed tube, 7-chloro-3-methyl-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester (3.84 g, 11.7 mmol) and 1N sodium hydroxide (70 mL, 70 mmol) were added to dioxane (150 mL). The reaction mixture was heated to 150° C. overnight. The reaction mixture was poured into 500 mL ethyl acetate and extracted with 1N HCl (1×400 mL) and brine (1×100 mL). The organic layers were dried over Na2SO4 and concentrated in vacuo. The crude material was triturated with diethyl ether (1×100 mL) to give 7-chloro-3-methyl-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid (3.40 g, 92.5% yield) as a white solid. MS calcd for C17H12ClNO3 [(M+H)+] 314, obsd. 314.

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