The base-catalyzed condensation reaction of o-nitroisobutyrophenone in liquid ammonia.

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概要

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• The base-catalyzed condensation reaction of <I>o</I>-nitroisobutyrophenone (III) with sodium acetylide in liquid ammonia gave 1-ethynyl-2-methyl-1-(<I>o</I>-nitrophenyl)-1-propanol (<B>G</B>) as the main product and <I>o</I>,<I>o</I>′-azoxybenzamide (<B>C</B>), 2-carbamoyl-2′-carboxyazoxybenzene (<B>C</B>′), 2,2-dimethyl-3-indolinone (<B>D</B>), 1-hydroxy-2,2-dimethyl-3-indolinone (<B>E</B>), and 1-hydroxy-2,2-dimethyl-1,2-dihydro-4-quinazolone (<B>F</B>) as minor products. On the other hand, with sodium amide the ketone (III) gave Compounds <B>C</B> and <B>C</B>′ as the main products and Compounds <B>D</B>, <B>E</B>, and <B>F</B> as the minor products. These products were formed by the α-proton abstraction.

• 公益社団法人 日本化学会の論文

著者

• Yamaguchi Kimiko

  Department of Chemistry, Faculty of Science, Osaka City University

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• The base-catalyzed condensation reaction of o-nitroisobutyrophenone in liquid ammonia.

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