An in-depth mechanistic study of the p -hydroxyphenylglycine synthetic process using in situ ATR-IR spectroscopy

• Published in: Analytical methods Vol. 14; no. 29; pp. 2833 - 2840
• Main Authors: Mao, Hai-Fang, Xing, Hui-Min, Jin, Miao-Miao, Liu, Ji-Bo, Yao, Yue-Liang, Zhao, Yun
• Format: Journal Article
• Language: English
• Published: Cambridge Royal Society of Chemistry 29.07.2022
• Subjects: Chemical reactions; Glyoxylic acid; Industrial production; Infrared spectroscopy; Intermediates; Optimization; p-Hydroxyphenylglycine; Phenols; Reaction mechanisms; Sulfamic acid; Sustainable development
• ISSN: 1759-9660; 1759-9679
• DOI: 10.1039/d2ay00706a

In this study, an in situ ATR-IR technique was used as a powerful tool to gain insight into the synthetic process of p -hydroxyphenylglycine ( p -HPG) by the sulfamic acid–glyoxylic acid–phenol method. Combined with other chemical and instrumental analysis technologies, the reaction sequence and key intermediates of this one-pot reaction were determined, and two concomitant reaction paths have been put forward for the first time. The possible reaction mechanism has been suggested, and the reaction efficiency of each path is discussed in detail. Through the optimization of the experimental parameters, an approximately 40% increase in the final product yield was achieved compared with previous reports. We believe that this study will without a doubt trigger research interest in understanding the industrial production process of important chemicals and pharmaceuticals and as a result will promote the sustainable development and application of novel, efficient chemical reaction routes.