大学化学 >> 2025, Vol. 40 >> Issue (2): 341-347.doi: 10.12461/PKU.DXHX202405152

所属专题： “双碳”战略与化学

化学实验 上一篇    下一篇

稀土金属催化糠醛合成环戊-2-烯酮衍生物的本科实验设计

冯梦霞, 李小洪, 胡建强, 黄良斌   

  1. 华南理工大学化学与化工学院, 广州 510640
  • 收稿日期:2024-05-27 录用日期:2024-08-20 发布日期:2025-02-22
  • 通讯作者: 胡建强, 黄良斌 E-mail:jqhusc@scut.edu.cn;huanglb@scut.edu.cn
  • 基金资助:
    华南理工大学教学成果奖培育项目(K524188016)

Design of an Undergraduate Experiment on the Synthesis of Cyclopent-2-enone Derivatives Catalyzed by Rare Earth Metals

Mengxia Feng, Xiaohong Li, Jianqiang Hu, Liangbin Huang   

  1. School of Chemistry and Chemical Engineering, South China Technology of University, Guangzhou 510640, China
  • Received:2024-05-27 Accepted:2024-08-20 Published:2025-02-22
  • Contact: Jianqiang Hu, Liangbin Huang E-mail:jqhusc@scut.edu.cn;huanglb@scut.edu.cn

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摘要： 介绍了稀土金属催化剂ErCl3·6H2O催化的生物质平台化合物糠醛和大宗化学品二苄胺，通过Nazarov人名反应及4π电环化，一步高收率构建重要合成中间体环戊-2-烯酮衍生物的本科实验方案。实验设计整体方案包括：反应合成-抽滤-重结晶分离-样品表征四个环节。反应条件温和、操作简单、重复性良好、安全无毒、耗时短、产率高等特点完全满足本科生实验课程要求。实验中引入绿色化学理念、生物质平台化合物高附加值转化、稀土金属催化等主题，不仅丰富了本科生课程实验，而且能更充分地提升学生的化学素养和学习兴趣。

关键词: 绿色化学, 稀土金属催化, 三氯化铒, 生物质资源, 糠醛

Abstract: This paper presents the design of an undergraduate experiment utilizing the rare-earth catalyst ErCl3·6H2O to promote the one-step synthesis of cyclopent-2-enone derivatives. This reaction involves the biomass platform compound furfural and the commodity chemical dibenzylamine, proceeding via a Nazarov reaction and 4π-electrocyclization to afford important synthon cyclopentyl-2-enone derivatives in high yield. The experiment consists of four main stages: synthesis, filtration, recrystallization, and characterization. The project is characterized by its mild reaction conditions, non-toxic reagents, straightforward operation, good reproducibility, short reaction time, and high product yield, ideal for undergraduate laboratory courses. Furthermore, the experiment introduces important concepts such as green chemistry, high-value transformation of biomass platform compounds, and the theme of rare-earth metal catalysis. This project not only enriches the undergraduate experiment course, but also enhances the students’ interest and accomplishment in chemistry.

Key words: Green chemistry, Rare earth metal catalysis, Erbium(III) chloride, Biomass resources, Furfural