Synthesis
O-methylbenzoic acid was used as starting material and reacted with iodic acid and 0.5 equivalents of iodine in the presence of molecular sieves loaded with iron oxide to form the intermediate 5-iodo-2-methylbenzoic acid. After completion of the reaction, the reaction mixture was cooled to room temperature and separated by filtration. The temperature of the mother liquor was lowered to 20 degrees Celsius to induce precipitation of a large amount of solid. At this temperature, the precipitate was mixed with the catalyst and the process could be repeated five times to increase the yield. The filtrate was dissolved to obtain the crude product. The crude product was recrystallized with 2.5 times the volume of solvent, and the process was repeated 5 times, and finally a white crystalline product was obtained by weight of ethyl acrylate, and the yield could be more than 88%.
References
[1] Patent: CN107652175, 2018, A. Location in patent: Paragraph 0054-0098
[2] Patent: EP1642881, 2006, A1. Location in patent: Page/Page column 10
[3] European Journal of Organic Chemistry, 2017, vol. 2017, # 22, p. 3234 - 3239
[4] Patent: CN103980263, 2016, B. Location in patent: Paragraph 0032; 0033
[5] Patent: EP1595862, 2005, A1. Location in patent: Page/Page column 10
