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Communication | Regular issue | Vol 43, No. 11, 1996, pp.2343-2346
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7596
Application of the Phthalimidine Synthesis with Use of 1,2,3-1H-Benzotriazole and 2-Mercaptoethanol as Dual Synthetic Auxiliaries. Part 1. A Simple Synthesis of (±)-Indoprofen

Ichiro Takahashi, Etsushi Hirano, Teruki Kawakami, and Hidehiko Kitajima

*Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Fukui University, Bunkyo, Fukui-Shi 910-8507, Japan

Abstract

A representive nonsteroidal anti-inflammatory drug indoprofen is prepared in 4 steps from the commercially available 2-(4-nitrophenyl)propanoic acid. The key step is the mild phthalimidine synthesis by the double Mannich condensation of o-phthalaldehyde with ethyl 2-(4-aminophenyl)propanoate with use of 1,2,3-1H-benzotriazole and 2-Mercaptoethanol as dual synthetic auxiliareis.