The Synthesis of Ethyl Hydroxyimino-bromopropanoate and Its Derivatives

SONG Jian; LIN Yongcheng; CHAN Willy Winglai

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The Synthesis of Ethyl Hydroxyimino-bromopropanoate and Its Derivatives

更新时间：2023-12-11

- The Synthesis of Ethyl Hydroxyimino-bromopropanoate and Its Derivatives
- Acta Scientiarum Naturalium Universitatis SunYatseni Vol. 51, Issue 4, Pages: 144-146(2012)
- 作者机构：
  
  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
- 作者简介：
- 基金信息：
- DOI：
  CLC：
- Published：2012，
  
  Published Online：25 July 2012，
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SONG Jian, LIN Yongcheng, CHAN Willy Winglai. The Synthesis of Ethyl Hydroxyimino-bromopropanoate and Its Derivatives. [J]. Acta Scientiarum Naturalium Universitatis SunYatseni 51(4):144-146(2012)
DOI：

SONG Jian, LIN Yongcheng, CHAN Willy Winglai. The Synthesis of Ethyl Hydroxyimino-bromopropanoate and Its Derivatives. [J]. Acta Scientiarum Naturalium Universitatis SunYatseni 51(4):144-146(2012) DOI：

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

HNMR

C-NMR 和元素分析等表证。

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 CHCl

and CH

OH 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

HNMR

C-NMR and elemental analysis.

关键词

溴代丙酮酸乙酯3-溴-2-羟亚胺基-丙酸乙酯合成

Keywords

ethyl bromopyruvateethyl hydroxyimino-bromopropanoatesynthesis

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