Moghimi, A., Vojdani, M., Banan, A., Mollaei, A., Mahmoodian, M., Moosavi, S. (2015). Reinvestigation of the Two-Step Synthesis of Sevoflurane. Iranian Journal of Pharmaceutical Research, 14(3), 733-738. doi: 10.22037/ijpr.2015.1684
Abolghasem Moghimi; Mostafa Vojdani; Ali R Banan; Ahmad Mollaei; Mojtaba Mahmoodian; Sayyed Mojtaba Moosavi. "Reinvestigation of the Two-Step Synthesis of Sevoflurane". Iranian Journal of Pharmaceutical Research, 14, 3, 2015, 733-738. doi: 10.22037/ijpr.2015.1684
Moghimi, A., Vojdani, M., Banan, A., Mollaei, A., Mahmoodian, M., Moosavi, S. (2015). 'Reinvestigation of the Two-Step Synthesis of Sevoflurane', Iranian Journal of Pharmaceutical Research, 14(3), pp. 733-738. doi: 10.22037/ijpr.2015.1684
Moghimi, A., Vojdani, M., Banan, A., Mollaei, A., Mahmoodian, M., Moosavi, S. Reinvestigation of the Two-Step Synthesis of Sevoflurane. Iranian Journal of Pharmaceutical Research, 2015; 14(3): 733-738. doi: 10.22037/ijpr.2015.1684
Reinvestigation of the Two-Step Synthesis of Sevoflurane
1Department of Chemistry, Imam Hossein University, Tehran, Iran
21.Department of Chemistry, Imam Hossein University, Tehran, Iran
2. Department of Nuclear Medicine, The Educational, Research and Clinical Center, Dr. Masih Daneshvari Hospital, Tehran, Iran
Abstract
Improvements in the two-step synthesis of 1,1,1,3,3,3-hexafluoro-2- (fluoromehoxy)propane (Sevoflurane) that result in the product cost reduction, safety level enhancement and positive environmental impacts are described. This process consists of chloromethylation reaction of 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) followed by a halogen-exchange fluorination. This is the first synthesis of Sevoflurane in Iran which was successfully scaled up. During this work, several improvements have been achieved by optimization of the reaction time, the amount of consumed starting materials and solvents and work up procedure while keeping the yield and purity intact. The reaction time of the first step (24 h) was diminished to 4 h. 19F NMR spectroscopy was used to investigate the rate of the reaction in the first step and to evaluate the influence of different parameters mentioned on the achieved improvements.
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