一种高效制备硝基乙酸酯的方法  

An Efficient Method for Preparation of Nitroacetate

作　　者：张梅梅 杨浩 谢英花[1] ZHANG Mei-mei;YANG Hao;XIE Ying-hua(School of Chemical and Pharmaceutical Engineering,Hebei University of Science and Technology,Shijiazhuang 050018,China;School of Pharmaceutical Sciences,Sun Yat-Sen University,Guangzhou 510006,China)

机构地区：[1]河北科技大学化学与制药工程学院,河北石家庄050018 [2]中山大学药学院,广东广州510006

出　　处：《化学试剂》2021年第3期395-398,共4页Chemical Reagents

基　　金：国家自然科学基金资助项目(81872770);河北省高等学校科学技术研究重点项目(ZD2017032);河北省大学生创新创业训练计划项目(201810082027)。

摘　　要：异唑为母核的化合物具有多种生物活性,如抗癌、抗菌、抗病毒、抗炎、镇痛等。硝基乙酸酯是制备异唑类化合物重要的原料,报道了一种新型的硝基乙酸酯类化合物的通用合成方法,共合成4个硝基乙酸酯类化合物。其中以3-羟基丙腈和2,2,6-三甲基-1,3-二氧(杂)芑-酮为原料,经亲核取代、缩合、氧化3步反应得到硝基乙酸-3-丙腈酯,其结构经IR、^(1)HNMR、^(13)CNMR和HR-MS确证,总产率为71.6%。新的合成方法具有操作简单、成本低廉、反应条件温和等优点,适合工业化生产。Isoxazoles as the parent nucleus have a variety of biological activities,such as anti-cancer,antibacterial,antiviral,anti-inflammatory,analgesic,and so on.Nitroacetate is an important raw material for the preparation of isoxazole compounds.A novel general synthetic method of nitroacetate was reported,four nitroacetate compounds were synthesized.2-Cyanoethyl 2-nitroacetate was synthesized from 3-hydroxypropionitrile and 2,2,6-trimethyl-4H-1,3-dioxin-4-one via nucleophilic substitution,condensation and oxidation.The structure was characterized by IR,^(1)HNMR,^(13)CNMR and HR-MS in the overall yield of 71.6%.The novel synthetic method has the advantages of simple operation,low costs,and mild reaction conditions,which is suitable for industrial production.

关 键 词：硝基乙酸酯 异唑 杂环化合物 医药中间体 合成 

分 类 号：O623.71[理学—有机化学]