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

Journal of Chemical Sciences

P Veera Somaiah²  M Saravanan¹  E R R Chandrashekar¹  B Vijaya Bhaskar¹  P Raja Gopal1 2¹ 

[1] Research and Development, Dr. Reddy’s Laboratories Ltd., Integrated Product Development Organization, Hyderabad 500 072, India$$;Department of Chemistry, Osmania University, Hyderabad 500 007, India$$

关键词: Fries rearrangement;    selective 𝛼-bromination;    cyclisation;    Friedel-Crafts acylation.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

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).

【 授权许可】

Unknown