Advances in Chemical Engineering and Science

Volume 3, Issue 2 (April 2013)

ISSN Print: 2160-0392   ISSN Online: 2160-0406

Google-based Impact Factor: 1.15  Citations  h5-index & Ranking

A New Strategy for the Preparation of N-Aminopiperidine Using Hydroxylamine-O-Sulfonic Acid: Synthesis, Kinetic Modelling, Phase Equilibria, Extraction and Processes

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DOI: 10.4236/aces.2013.32019    3,610 Downloads   5,787 Views  

ABSTRACT

A new strategy for the synthesis of N-aminopiperidine (NAPP) was developed using hydroxylamine-O-sulfonic acid (HOSA). A systematic study of NAPP formation and degradation reactions was carried out in diluted medium, in order to identify products and to establish a kinetic modelling. Principal parameters have been defined, in particular, that obtaining high yields (>90%) requires non stoichiometric conditions. The extraction and purification processes were also studied. NAPP isolation and piperidine recycling were optimized after the establishment of the various solid-liquid-liquid and liquid-vapour implied phase diagrams. At least, a calorimetric study of solvatation and reaction enthalpies was undertaken in order to estimate reactor heating temperature in the case of anhydrous synthesis. The combination of our kinetic, thermodynamic and calorimetric data allows the establishment of two process schemes: one using pure piperidine, the other, a 66 w% titrating azeotropic solution in piperidine.

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E. Labarthe, A. Bougrine, V. Pasquet and H. Delalu, "A New Strategy for the Preparation of N-Aminopiperidine Using Hydroxylamine-O-Sulfonic Acid: Synthesis, Kinetic Modelling, Phase Equilibria, Extraction and Processes," Advances in Chemical Engineering and Science, Vol. 3 No. 2, 2013, pp. 157-163. doi: 10.4236/aces.2013.32019.

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