Synthesis of Ibuprofen with Modified and Economical Process as an NSAID Drug

Subject Areas : Polymer

Abbas  Ahmadi ¹ ()
Marzie  Daniali ² ()
Sara  Kazemi ³ ()
Samira  Azami ⁴ ()
Noshin  Alizade ⁵ ()

Received: 2015-11-11 Accepted : 2015-11-11 Published : 2014-07-01

Keywords:

Abstract :

Ibuprofen (I) is the most widely used non-steroidal anti-inflammatory drugs (NSAIDs) has been synthesized in recent years. NSAIDs are the first choice of drugs that are normally used for the treatment of pain and inflammation. There are many methods for synthesizing of I but each one has some difficulties as raw materials preparation, reaction conditions and etc. In an effort to establish modified method with improved and economical yield, I was synthesized by the mesylation of ethyl lactate in the presence of triethylamine or pyridine at 273 K to obtain the corresponding ethyl-2-(methylsulphonyloxy) propanoate (II). Then, Friedel-Crafts alkylation of II with isobutylbenzene for single step synthesis of ethyl-2-(4- isobutylphenyl) propanoate (III) was carried out by heating with AlCl3 under neat reaction conditions. Finally, ethyl-2-(4-isobutylphenyl) propanoate (I) formed in 50 % yield was hydrolyzed with KOH in methanol and acidified with HCl to afford the desired product.