2006•Unpublished venueRequires access

Clean Beckmann rearrangement of cyclohexanone oxime in caprolactambased Brønsted acidic ionic liquids

郭术, 杜正银, 张世国, 李冬梅, 李作鹏, Deng You Quan

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Abstract

The Beckmann rearrangement of cyclohexanone oxime to afford caprolactam in a novel caprolactam-based Bronsted acidic ionic liquid as catalyst and reaction medium proceeded with high conversion and selectivity at 100 ℃. The occurrence of the Beckmann rearrangement of cyclohexanone oxime in such a Bronsted acidic IL was also confirmed with in situ FT-Raman observation. The key point is that the caprolactam product was one component of the ionic liquid, and a dynamic exchange between the resulting caprolactam product and the caprolactam from the ionic liquid is expected. Therefore, the strong chemical combination between the caprolactam product and the acidic ionic liquid was greatly decreased and the desired product in the solid was recovered through extraction with organic solvent after the reaction.

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What this paper is about

The Beckmann rearrangement of cyclohexanone oxime to afford caprolactam in a novel caprolactam-based Bronsted acidic ionic liquid as catalyst and reaction medium proceeded with high conversion and selectivity at 100 ℃. The occurrence of the Beckmann rearrangement of cyclohexanone oxime in such a Bronsted acidic IL was also confirmed with in situ FT-Raman observation. The key point is that the caprolactam product was one component of the ionic liquid, and a dynamic exchange between the resulting caprolactam product and the caprolactam from the ionic liquid is expected. Therefore, the strong chemical combination between the caprolactam product and the acidic ionic liquid was greatly decreased and the desired product in the solid was recovered through extraction with organic solvent after the reaction.

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Available abstract

The Beckmann rearrangement of cyclohexanone oxime to afford caprolactam in a novel caprolactam-based Bronsted acidic ionic liquid as catalyst and reaction medium proceeded with high conversion and selectivity at 100 ℃. The occurrence of the Beckmann rearrangement of cyclohexanone oxime in such a Bronsted acidic IL was also confirmed with in situ FT-Raman observation. The key point is that the caprolactam product was one component of the ionic liquid, and a dynamic exchange between the resulting caprolactam product and the caprolactam from the ionic liquid is expected. Therefore, the strong chemical combination between the caprolactam product and the acidic ionic liquid was greatly decreased and the desired product in the solid was recovered through extraction with organic solvent after the reaction.

Key concepts: Cyclohexanone oxime, Beckmann rearrangement, Caprolactam, Chemistry, Ionic liquid, Catalysis, Oxime, Solvent

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Clean Beckmann rearrangement of cyclohexanone oxime in caprolactambased Brønsted acidic ionic liquids — Research Paper | ScholarLens