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3-溴-2-羟亚胺基-丙酸乙酯及其衍生物的合成
引用本文:宋健,林永成,陈荣礼.3-溴-2-羟亚胺基-丙酸乙酯及其衍生物的合成[J].中山大学学报(自然科学版),2012,51(4):144-146.
作者姓名:宋健  林永成  陈荣礼
作者单位:1. 广东药学院药科学院,广东广州,510006
2. 中山大学化学与化学工程学院,广东广州,510275
3. 香港理工大学应用生物及化学科技学系,香港
基金项目:广东省科技计划资助项目,中国博士后基金资助项目,广东药学院博士启动基金资助项目
摘    要:采用以乳酸乙酯、溴代丁二酰亚胺和盐酸羟胺为原料的新工艺,制备了溴代丙酮酸乙酯肟。通过溴代和氧化反应过程中生成的溴代丙酮酸乙酯粗品不需分离,在氯仿和甲醇混合溶剂中,直接与盐酸羟胺缩合,经处理得白色结晶,收率为48%;通过温和的酯化反应,首次合成其衍生物3-溴-1-萘甲酰亚胺基丙酸乙酯(3),并通过了1HNMR,13C-NMR和元素分析等表证。

关 键 词:溴代丙酮酸乙酯  3-溴-2-羟亚胺基-丙酸乙酯  合成

The Synthesis of Ethyl Hydroxyimino-bromopropanoate and Its Derivatives
SONG Jian , LIN Yongcheng , CHAN Willy Winglai.The Synthesis of Ethyl Hydroxyimino-bromopropanoate and Its Derivatives[J].Acta Scientiarum Naturalium Universitatis Sunyatseni,2012,51(4):144-146.
Authors:SONG Jian  LIN Yongcheng  CHAN Willy Winglai
Institution:SONG Jian1,LIN Yongcheng2,CHAN Willy Winglai3(1.School of Pharmacy,Guangdong Pharmaceutical University,Guangzhou 510006,China; 2.School of Chemistry and Chemical Engineering,Sun Yat-sen University,Guangzhou 510275,China; 3.Department of Applied Biology and Chemistry Technology,Polytechnic University of Hong Kong,Hong Kong,China)
Abstract:Ethyl-hydroxyimino-bromopropanoate was prepared from ethyl lactate,NBS and hydroxylamine hydrochloride in a novel method.In the reaction process,intermediate ethyl bromopyruvate was obtained by bromination and oxidation,instead of being separated from the reaction mixture and directly used to react with hydroxylamine hydrochloride in CHCl3 and CH3OH solution.The white crystal product was obtained in 48% yield.The new derivative ethyl-3-bromo-2-(1-naphthoyl-oximino) propanoate was synthesized successfully via the mild esterification reaction.The target compound was characterized by 1HNMR,13C-NMR and elemental analysis.
Keywords:ethyl bromopyruvate  ethyl hydroxyimino-bromopropanoate  synthesis
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