Sodium Hydroxide → 7-Butyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

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Reaction Steps

Treatment of ethyl 7-butyl-4-oxo-1,4-dihydroquinoline-2-carboxylate (0.5 g, Example 5b) with sodium hydroxide (0.326 g), as described in Example 1c, gave 7-butyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.3 g), mp 247°-250° C. (decomp), δ (360 MHz, DMSO-d6) 0.91 (3H, t, CH3), 1.32 (2H, m, CH2CH3), 1.60 (2H, m, CH2CH2CH2), 2.69 (2H, t, CH2CH2CH2CH3), 6.60 (1H, s, 3-H), 7.20 (1H dd, 6-H), 7.75 (1H, s, 8-H) and 7.98 (1H, d. 5-H), (Found: C, 66.44; H, 6.68; N, 5.62%. C14H15NO3. 0.5H2O requires C, 66.13; H, 6.34; N, 5.51%).

Provenance & Evidence