Methanol → 8-Methoxy-2-propyl-5-quinolinecarboxylic acid

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Reaction Steps

A mixture of methyl 8-methoxy-2-n-propylquinoline-5-carboxylate (1.0g, Reference Example 27), potassium carbonate (0.8 g), methanol (30 ml), and water (2 ml was refluxed for 5 hours. The solution was concentrated, then diluted with water and then washed with diethyl ether. The pH of the aqueous phase was adjusted to 6 by addition of hydrochloric acid (6M). The resulting cream precipitate was washed with water and then dried at 60° C. to give the title compound (0.43 g) as a cream coloured solid, m.p. 214-217° C. [Elemental analysis:— C, 67.00; H, 6.32; N, 5.53%. Calculated for C14H15NO3.0.25H2O:— C, 67.30; H, 6.06; N, 5.61%].

Provenance & Evidence