| 5-(2’-羧乙基)-6-烷基-3,4-二氢吡喃酮的合成 |
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| 引用本文： | 黄化民,李叶芝,任仲皎,徐亚琴.5-(2’-羧乙基)-6-烷基-3,4-二氢吡喃酮的合成[J].高等学校化学学报,1992(5). |
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| 作者姓名： | 黄化民 李叶芝 任仲皎 徐亚琴 |
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| 作者单位： | 吉林大学化学系，吉林大学化学系，吉林大学化学系，吉林大学化学系 长春 130021，长春 130021，长春 130021，长春 130021 |
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| 摘 要： | 吡喃酮是许多天然产物的结构单元,我们曾由4-异丁酰基庚二酸在过量醋酸酐及乙酰氯存在下回流得到7-氧代-8,8-二甲基-△~9-六氢香豆素.本文由二氰乙基-β-二酮进行酮解水解反应得到4-酰基庚二酸1_(a-c)。 在过量醋酸酐、乙酰氯存在下由1_a、1_c为底物进行反应没有得到双环的香豆素衍生物.其产物和单纯以乙酐为缩合剂时的产物2_a、2_c相同,产率分别为68％、63％。2_c可在硫酸铁催化
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| 关 键 词： | 4-酰基庚二酸二乙酯 5-(2′-羧乙基)-6-烷基-3 4-二氢吡喃 5-(2′-羧乙基)-6-烷基-3 4-二氢吡啶酮 |
Synthesis of 5-(2'-Carboxyethyl)-6-Alkyl-3,4-Dihydropyrone |
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| HUANG Hua-min,LI Ye-zhi,REN Zhong-jao,XU Ya-qin.Synthesis of 5-(2''''-Carboxyethyl)-6-Alkyl-3,4-Dihydropyrone[J].Chemical Research In Chinese Universities,1992(5). |
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| Authors: | HUANG Hua-min LI Ye-zhi REN Zhong-jao XU Ya-qin |
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| Abstract: | 5-(2' -Carboxyethyl)-6-methyl-3,4-dihydropyrone(2a) and 5-(2' -carboxyethyl)-6-isobutyl-3,4-dihydropyrone (2c) were prepared from 4-acetyl heptanedioic acid (1a) and 4-iso-valeryl hyptanedioic acid (1c) in the presence of acetic anhydride with yields of 63%, 68% respectively. When 1c was refluxed with ferric sulfate hydrate as the catalyst product 2c also formed in 63% yield. 2a,c or 5-(2'-carboxyethyl)-6-isopropyl-3, 4-dihydropyrone (2b) reacted with ethyl alcohol to afford 4-acylheptanedioic acid diethyl ester (3a-c) in the presence of hydrochlo-ride. Treatment of 2a-c with ammonia water gave 5-(2' -carboxyethyl)-6-alkyl-3, 4-dihydro pyridone (4a-c) in 55%-72% yields. |
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| Keywords: | 4-Acylheptanedioic acid diethyl ester 5-(2'-Carboxyethyl)-6-alkyl-3 4-dihydropy-rone 5-(2' -Carboxyethyl)-6-alkyl-3 4-dihydropyridone |
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