YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
コールタール塩基成分の研究 (第14報)
メチルキノリン誘導体の合成 その2
田村 眞造山崎 企善
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1956 年 76 巻 8 号 p. 915-917

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The reaction conditions for condensation of crotonaldehyde and p-toluidine or aniline reported in the previous paper were applied to the reaction of aniline and methyl vinyl ketone and 4-anilinobutan-2-one was isolated as the intermediate of lepidine synthesis. This ketone easily changes to lepidine when heated with ferric chloride in acid medium, but the addition of aniline to methyl vinyl ketone is reversible and there was found no marked difference between the yields of lepidine directly from aniline and methyl vinyl ketone and of lepidine from 4-anilinobutan-2-one. Similarly, aniline and methyl isopropenyl ketone afforded 3, 4-dimethylquinoline and aniline and tiglic aldehyde afforded 2, 3-dimethylquinoline.

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