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The reactions of ethyl acetoacetate with cyclic ketones and aromatic methyl ketones by using excessive ammonium acetate gave some heterocyclic compounds, such as 2-hydroxy-4-methyl-5, 6, 7, 8-tetrahydroquinoline (III), 2-hydroxy-4-methyl-6, 7-dihydro-5H-1-pyrindine (IV), and 2-hydroxy-4-methyl-6-alkyl-pyridines (VI). The structures of these compounds were investigated by means of their infrared and NMR spectra.
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Sakurai et al. (1968) studied this question.
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