日本農芸化学会誌
Online ISSN : 1883-6844
Print ISSN : 0002-1407
ISSN-L : 0002-1407
シクロテン系誘導体の合成
3-Alkyl-2-cyclopenten-2-ol-1-oneの合成
登成 健之介櫟本 五男上田 博夫辰巳 忠次
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1970 年 44 巻 1 号 p. 46-50

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An excellent synthetic method of cyclotene homologue has been established. Reaction of ethyl α-ethoxalyl-propionate and ethyl acrylate in the presence of sodium hydride gave cyclotene-dicarboxylic acid-diethyl ester (5-methyl-3, 5-dicarbethoxy-2-cyclopenten-2-ol-1-one) which could be easily isolated in pure state.
Similarly, ethyl α-ethoxalyl-butyrate and ethyl α-ethoxalyl-valerate was condensed with ethyl acrylate to yield ethyl-cyclotene-dicarboxylic acid-diethyl ester and propylcyclotene-dicarboxylic acid-diethyl ester, respectively.
Decarbethoxylation of these esters with 50% phosphoric acid afforded cyclotene homologue in good yields.

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