Sodium Hydroxide → 5-Butyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

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Reaction Steps

Treatment of ethyl 5-butyl-4-oxo-1,4-dihydroquinoline-2-carboxylate (0.5 g) with sodium hydroxide (0.293 g), as described in Example 1c, gave 5-butyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.4 g), mp 269°-270° C., δ (360 MHz, DMSO-d6) 0.89 (3H, t, CH3), 1.53 (2H, m, CH2CH3), 1.49 (2H, m, CH2CH2CH2), 3.25 (2H, t, CH2CH2CH2), 6.53 (1H, s, 3-H), 7.03 (1H, dd, 6-H), 7.50 (1H, t, 7-H) and 7.78 (1H, dd, 8-H), (Found: C, 67.55; H, 6.60: N, 5.88%, C14H15NO3. 0.2H2O requires C, 67.56; H, 6.24, N, 5.62%).

Provenance & Evidence