The Synthesis Process Research Of Nonsteroidal Anti-inflammatory Drug Naproxen

This thesis mainly studies the synthesis process of nonsteroidal anti-inflammatory analgesic drug named naproxen. The starting materials are isopropyl chloroacetate and 6-methoxy-2-acetyl naphthalene. After Darzens condensation reaction, the glycidyl ester is synthesized. Then with hydrolysis and decarboxylation,2-(6-methoxy-2-naphthyl) propion-aldehyde is obtained. After oximation, alkaline hydrolysis and acidification, racemic naproxen is produced. And this thesis also explores a new resolution method to acheive S-(+)-naproxen eventually.Relative to methods reported in the literature, the approach described here has the following merits. The first one is avoiding the use of limited and expensive chiral catalyst for asymmetric synthesis, which is difficult to recycle as well. The second is optimizing the traditional synthetic route, and using the one-pot synthesis method, which simplifies the reaction steps, reduces the consumption of solvent and environmental pollution. Overall, this synthetic route reduces production costs, the yield is 91.5% and it's suitable for industrial production.In addition, this paper also studies the the synthesis process of the intermediate—β-naphthyl methyl ether, with sodium bisulfate as the catalyst, this process reduces the corrosion of equipment and environmental pollution compared with the existing method, and the yield is 95.36%.