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Citation: Jing Wang, Fuxiang Song, Junze Zuo, Yuecheng Gong, Bingqian Zhang, Shuwen Wang, Hongtao Gao. Green Synthesis and Spectroscopic Properties of Coumarin-3-carboxylic Acid[J]. University Chemistry, ;2023, 38(4): 227-236. doi: 10.3866/PKU.DXHX202209093 shu

Green Synthesis and Spectroscopic Properties of Coumarin-3-carboxylic Acid

1.
College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, Shandong Province, China;
2.
College of Materials Science and Engineering, Qingdao University of Science and Technology, Qingdao 266042, Shandong Province, China

Received Date: 30 September 2022

In this study, the preparation of coumarin-3-carboxylic acid was improved. For the preparation of the intermediate, green and nontoxic L-proline was used as the catalyst under solvent-free conditions. Subsequently, the target product (coumarin-3-carboxylic acid) was obtained in high yield by a “one-pot” reaction without separation. The molecular structure was characterized by infrared and nuclear magnetic resonance spectroscopies. Additionally, the properties of ultraviolet (UV) absorption and fluorescence were characterized. The improved experimental method is environmentally friendly and inexpensive, with high yield, good reproducibility, and strong comprehensiveness. This program cultivates the exploration, innovative research ideas, and teamwork ability of students. Moreover, it helps to improve the comprehensive experimental skills of students for analyzing and processing data and using theoretical knowledge to solve problems, which is suitable for promoting higher-grade undergraduate teaching.
- Coumarin-3-carboxylic acid,
- Green synthesis,
- Solvent-free,
- Spectroscopic properties,
- Innovative design and improvement
1. [1]
  Zhang, Z.; Bai, Z. W.; Ling, Y.; He, Q. L.; Huang, P.; Gu, H. X.; Hu, R. F. Med. Chem. Res. 2018, No. 27, 1198.
2. [2]
3. [3]
  Cao, D. X.; Liu, Z. Q.; Verwilst, P.; Koo, S. Y.; Jangjili, P.; Kim, J. S.; Lin, W. Y. Chem. Rev. 2019, 119, 10403.
4. [4]
5. [5]
6. [6]
7. [7]
8. [8]
9. [9]
10. [10]
  Syed, S. S.; Amir, A. K.; Misbahul, A. K.; Shanti, F. S.; Mohd, S. J.; Pang S. C. Asian J. Chem. 2017, 29 (2), 261.
11. [11]
  Brijesh, M. S.; Ranjit, S. A.; Amol, A. K. Green Chem. 2019, 21, 5639.
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