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An alternative approach to synthesis of 2-n-butyl-5-nitrobenzofuran derivative: A key starting material for dronedarone hydrochloride

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Abstract

A practical synthesis of (2-butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone, a key intermediate in the preparation of anti arrhythmic drug, is described. The commercially available 4-nitrophenol (3) is converted in five steps to 2-butyl-5-nitrobenzofuran (9) which upon Friedel–Crafts acylation with 4-methoxybenzoyl chloride followed by deprotection of methyl group gives (2).

An alternative approach for the synthesis of (2-butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone, a key starting material for dronedarone hydrochloride using commercially available p-nitrophenol as a starting material is described.

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Acknowledgements

The authors wish to thank the management of Dr. Reddy’s Laboratories Ltd., Hyderabad for supporting this work.

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RAJA GOPAL, P., CHANDRASHEKAR, E.R.R., SARAVANAN, M. et al. An alternative approach to synthesis of 2-n-butyl-5-nitrobenzofuran derivative: A key starting material for dronedarone hydrochloride. J Chem Sci 124, 1077–1085 (2012). https://doi.org/10.1007/s12039-012-0299-0

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  • DOI: https://doi.org/10.1007/s12039-012-0299-0

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