大学化学 >> 2022, Vol. 37 >> Issue (6): 2108077.doi: 10.3866/PKU.DXHX202108077

化学实验 上一篇    下一篇

Beckmann重排合成N-(2-萘基)乙酰胺的综合实验设计

孙娜娜, 邓力克, 孙悦, 顾玮瑾(), 王炳祥(), 谢兰贵()   

  • 收稿日期:2021-08-24 录用日期:2021-11-22 发布日期:2021-11-30
  • 通讯作者: 顾玮瑾,王炳祥,谢兰贵 E-mail:guweijin@njnu.edu.cn;wangbingxiang@njnu.edu.cn;xielg@njnu.edu.cn
  • 作者简介:Email: xielg@njnu.edu.cn (谢兰贵)
    Email: wangbingxiang@njnu.edu.cn (王炳祥)
    Email: guweijin@njnu.edu.cn (顾玮瑾)

Comprehensive Experiment on the Synthesis of N-2-Naphthalenylacetamide via Beckmann Rearrangement

Nana Sun, Like Deng, Yue Sun, Weijin Gu(), Bingxiang Wang(), Langui Xie()   

  • Received:2021-08-24 Accepted:2021-11-22 Published:2021-11-30
  • Contact: Weijin Gu,Bingxiang Wang,Langui Xie E-mail:guweijin@njnu.edu.cn;wangbingxiang@njnu.edu.cn;xielg@njnu.edu.cn

RichHTML

33

PDF

823

赞

摘要：

贝克曼重排反应实验是大学有机化学基础实验教学中的重要内容之一。目前实验教学中主要采用的方案是在浓硫酸或多聚磷酸的条件下回流反应。本实验通过三苯基膦和四氯化碳原位形成Appel盐引发反应，使贝克曼重排反应能够在中性、常温条件下进行。该实验方案避免了强腐蚀性酸和高温回流条件的使用，不仅具有操作简单、产物收率高、重复性好的特点，同时在实验安全方面表现出明显的优势。

关键词: 贝克曼重排, 安全性, Appel盐

Abstract:

Beckmann rearrangement is an important experiment in field of fundamental organic chemistry laboratories for college students. Currently, refluxing the oxime solution in the presence of concentrated sulfuric acid or polyphosphoric acid is commonly used in experimental training classes. In this study, Appel's salt formed in situ by mixing triphenylphosphine and carbon tetrachloride was used to initiate the Beckmann rearrangement, which allowed the reaction to proceed at room temperature under neutral conditions. This experimental solution avoids the use of corrosive acid and high temperature; it features operational simplicity, high yield, and good repeatability, thereby providing a teaching experiment with remarkable safety advantages.

Key words: Beckmann rearrangement, Safety, Appel's salt