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Citation: Yinuo Wang, Ziyu Liu, Hongxia Tan, Jun Tong, Dazhen Xu. Synthesis of Bromobenzoxazine: Introduce a Comprehensive Organic Chemistry Experiment Transformed from Undergraduate Research Innovation[J]. University Chemistry, ;2025, 40(10): 208-216. doi: 10.12461/PKU.DXHX202411077 shu

Synthesis of Bromobenzoxazine: Introduce a Comprehensive Organic Chemistry Experiment Transformed from Undergraduate Research Innovation

National Engineering Research Center of Pesticide, College of Chemistry, Nankai University, Tianjin 300071, China

Received Date: 28 November 2024
Revised Date: 3 April 2025

This article introduces a comprehensive organic chemistry experiment originated from undergraduate scientific research training program. Using 2-aminoacetophenone as the starting material, the experiment demonstrates the synthesis of benzoxazine through a three-step sequence involving Wittig reaction, amidation, and bromocyclization. Two intermediates and the final product were characterized and analyzed for their structures. The experiment included techniques such as heating reflux, thin-layer chromatography (TLC) detection, filtration, and column chromatography, all designed to enhance students’ skills in multi-step organic compound synthesis and spectral analysis. In addition, the experiment incorporates both classical and current scientific organic methods, which not only helps students to consolidate their theoretical knowledge, improve their experimental ability, but also stimulate their interest in learning and exploring chemistry.
- Wittig reaction,
- Amidation,
- Iron salt catalysis,
- Cyclization reaction,
- Organic synthesis
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