5-(2'-羧乙基)-6-烷基-3,4-二氢吡喃酮的合成

高等学校化学学报 ›› 1992, Vol. 13 ›› Issue (5): 630.

5-(2'-羧乙基)-6-烷基-3,4-二氢吡喃酮的合成

黄化民, 李叶芝, 任仲皎, 徐亚琴

吉林大学化学系, 长春, 130021

收稿日期:1991-04-08 出版日期:1992-05-24 发布日期:1992-05-24
通讯作者: 李叶芝

Synthesis of 5-(2'-Carboxyethyl)-6-Alkyl-3,4-Dihydropyrone

HUANG Hua-min, LI Ye-zhi, REN Zhong-jao, XU Ya-qin

Department of Chemistry, Jilin University, Changchun, 130021

Received:1991-04-08 Online:1992-05-24 Published:1992-05-24

摘要/Abstract

关键词: 4-酰基庚二酸二乙酯, 5-(2&prime, -羧乙基)-6-烷基-3, 4-二氢吡喃, 5-(2&prime, -羧乙基)-6-烷基-3, 4-二氢吡啶酮

Abstract: 5-(2'-Carboxyethyl)-6-methyl-3,4-dihydropyrone(2_a) and 5-(2'-carboxyethyl)-6-isobutyl-3,4-dihydropyrone (2_c) were prepared from 4-acetyl heptanedioic acid (1_a) and 4-iso-valeryl hyptanedioic acid (1_c) in the presence of acetic anhydride with yields of 63%, 68% respectively.When 1_c was refluxed with ferric sulfate hydrate as the catalyst product 2_c also formed in 63% yield.2_a,c or 5-(2'-carboxyethyl)-6-isopropyl-3, 4-dihydropyrone (2_b) reacted with ethyl alcohol to afford 4-acylheptanedioic acid diethyl ester (3_a-c) in the presence of hydrochlo-ride.Treatment of 2_a-c with ammonia water gave 5-(2'-carboxyethyl)-6-alkyl-3, 4-dihydro pyridone (4_a-c) in 55%～72% yields.

Key words: 4-Acylheptanedioic acid diethyl ester, 5-(2'-Carboxyethyl)-6-alkyl-3,4-dihydropy-rone, 5-(2'-Carboxyethyl)-6-alkyl-3,4-dihydropyridone

TrendMD:

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. 高等学校化学学报, 1992, 13(5): 630.

HUANG Hua-min, LI Ye-zhi, REN Zhong-jao, XU Ya-qin . Synthesis of 5-(2'-Carboxyethyl)-6-Alkyl-3,4-Dihydropyrone. Chem. J. Chinese Universities, 1992, 13(5): 630.