Efficient Hydrolysis of Nitriles to Amides with Hydroperoxide Anion in Aqueous Surfactant Solutions as Reaction Medium

Lucia      Brinchi; Lisa      Chiavini; Laura      Goracci; Pietro      Di Profio; Raimondo      Germani

doi:10.2174/157017809787582708

Abstract

Aliphatic and aromatic nitriles are converted to corresponding amides in a single step via hydrolysis with basic H2O2 in aqueous solution of the surfactant Cetyltrimethylammonium methanesulfonate (CTAOMs). The method has several advantages: use and recycle of water as reaction medium, use of environmentally benign oxidant H2O2, easy product isolation, short reaction time, high yields and selectivity, mild conditions.

Keywords: Nitriles, hydrolysis, micelles, hydrogen peroxide, oxidation, amides

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Letters in Organic Chemistry

Title: Efficient Hydrolysis of Nitriles to Amides with Hydroperoxide Anion in Aqueous Surfactant Solutions as Reaction Medium

Volume: 6 Issue: 2

Author(s): Lucia Brinchi, Lisa Chiavini, Laura Goracci, Pietro Di Profio and Raimondo Germani

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Keywords: Nitriles, hydrolysis, micelles, hydrogen peroxide, oxidation, amides

Abstract: Aliphatic and aromatic nitriles are converted to corresponding amides in a single step via hydrolysis with basic H2O2 in aqueous solution of the surfactant Cetyltrimethylammonium methanesulfonate (CTAOMs). The method has several advantages: use and recycle of water as reaction medium, use of environmentally benign oxidant H2O2, easy product isolation, short reaction time, high yields and selectivity, mild conditions.

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Brinchi Lucia, Chiavini Lisa, Goracci Laura, Di Profio Pietro and Germani Raimondo, Efficient Hydrolysis of Nitriles to Amides with Hydroperoxide Anion in Aqueous Surfactant Solutions as Reaction Medium, Letters in Organic Chemistry 2009; 6 (2) . https://dx.doi.org/10.2174/157017809787582708