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Synthesis of Ibuprofen Using Silica-Supported Preyssler Nanoparticles as an Eco-Friendly, Inexpensive, and Efficient Catalyst

DOI: 10.1155/2014/906801

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Abstract:

This paper describes an alternative and simple procedure for the synthesis of Ibuprofen using Silica-Supported Preyssler Nanoparticles (H14[NaP5W30O110]/SiO2) (SPNPs), as an eco-friendly, inexpensive, and efficient catalyst. High yields, simplicity of operation, and easy work-up procedure are some advantages of this protocol. Silica-Supported Preyssler Nanoparticles (H14[NaP5W30O110]/SiO2) (SPNPs) offer the advantages of a higher hydrolytic and thermal stability. The salient features of Preyssler’s anion are availability, nontoxicity and reusability. We believe this methodology can find usefulness in organic synthesis. 1. Introduction Ibuprofen was developed by the Boots Pure Chemical Company and then patented in 1961. It is a nonsteroidal anti-inflammatory drug (NSAID) and is marketed under a wide variety of trade names including Advil and Motrin. Ibuprofen is one of several 2-aryl propanoic acids that are currently on the market. Others include ketoprofen, flurbiprofen, and naproxen. The name “ibuprofen” originally came from the name isobutylpropanoicphenolic acid, but this nomenclature has not been used for many years and, in fact, virtually all chemists today are unfamiliar with it. Fortunately, however, the name is still a reasonably good match for the currently accepted name 2-(4-isobutylphenyl)propanoic acid. Ibuprofen ((+/?)2-(4-isobutylphenyl)propionic acid, Figure 1(a)) is one of the most commonly used anti-inflammatory agents. It is considered to be the prototype for the family of synthetic 2-arylpropionic acids, profens, a subclass of the nonsteroidal anti-inflammatory drugs (NSAIDs). In recent years, the profens have come to dominate this therapeutic class. Ibuprofen, for example, is used to treat arthritis, muscular strain, cephalalgia, and so forth. Figure 1 The profens have an asymmetric carbon centre which is attached to a carboxylic acid, a methyl, and an aryl group of varying structures. Some of the available profen drugs are depicted in Figure 1: ibuprofen (a), naproxen (b), ketoprofen (c), and flurbiprofen (d). Ibuprofen is distributed over the counter and naproxen belongs to the top ten of drugs marketed worldwide in 1989 [1]. Ibuprofen is used to relieve the symptoms of a wide range of illnesses including headaches, backache, period pain, dental pain, neuralgia, rheumatic pain, muscular pain, migraine, cold and flu symptoms, and arthritis. NSAIDs exert their pharmacological and toxicological effects primarily by specifically inhibiting the binding of arachidonic acid to the cyclooxygenase subunit of prostaglandin synthetase,

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