| 2-乙氧羰基-3-甲基-4,5-四亚甲基吡咯的合成 |
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| 引用本文： | 徐海云,来兰梅,刘瑛.2-乙氧羰基-3-甲基-4,5-四亚甲基吡咯的合成[J].江西师范大学学报(自然科学版),2010,34(3). |
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| 作者姓名： | 徐海云 来兰梅 刘瑛 |
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| 作者单位： | 商丘师范学院,化学系,河南,商丘,476000 |
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| 基金项目： | 河南省科技厅科技攻关项目，河南省教育厅自然科学研究计划 |
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| 摘 要： | 以乙酰乙酸乙酯(1)为原料,以醋酸为反应介质,通过与亚硝酸钠的肟化反应得到化合物N-羟基亚胺乙酰乙酸乙酯(2),化合物2在缓冲的乙酸溶液中通过锌粉还原、与环己酮(3)加成环化反应生成化合物2-乙氧羰基-3-甲基-4,5-四亚甲基吡咯(4),反应的总收率为38.95%.而采用"一锅煮"合成方法制备化合物4可使反应的总收率达到49.76%.考察了在该反应体系的pH值为3.8～4.0时,其他一些反应条件对目标化合物4合成收率的影响,确定了最佳的反应条件为:锌粉与反应物1的摩尔比为2.9:1,反应温度为95～100 ℃.所合成的化合物的结构用元素分析、IR、1H NMR等测试手段进行了表征.
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| 关 键 词： | 2-乙氧羰基-3-甲基-4 5-四亚甲基吡咯 乙酰乙酸乙酯 加成环化 环己酮 |
Synthesis of 2-Ethoxycarbonyl-3-Methyl-4,5-Tetramethylenepyrrole |
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| XU Hai-yun,LAI Lan-mei,LIU Ying.Synthesis of 2-Ethoxycarbonyl-3-Methyl-4,5-Tetramethylenepyrrole[J].Journal of Jiangxi Normal University (Natural Sciences Edition),2010,34(3). |
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| Authors: | XU Hai-yun LAI Lan-mei LIU Ying |
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| Institution: | XU Hai-yun,LAI Lan-mei,LIU Ying(Department of Chemistry,Shangqiu Normal College,Shangqiu Henan 476000,China) |
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| Abstract: | N-hydroxyimino ethyl acetoacetate(2) was prepared from ethyl acetoacetate(1) and NaNO2 via oximination using acetic acid instead of vitriol as reaction medium,and compound 2 was reacted with cyclohexanone(3) by means of reduction of zinc dust and addition-cyclization in buffered acetic acid solvent to give 2-ethoxycarbonyl-3-methyl-4,5-tetramethylenepyrrole(4) with an about 38.95% overall yield.However,the total yield of compound 4 prepared by one-pot method reached a maximum of 49.76%.The effects of some o... |
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| Keywords: | 2-ethoxycarbonyl-3-methyl-4 5-tetramethylenepyrrole addition-cyclization acetoacetic ester cyclohexanone |
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