Abstract
A simple and effective approach for highly selective preparation of nitrocyclohexane from cyclohexane using tert-butyl nitrite as a nitrating agent under atmospheric pressure has been successfully developed in this work. The results indicate that the N-hydroxyphthalimide catalyst gave the best results with 27.3 % of cyclohexane conversion and 88.0 % of selectivity to nitrocyclohexane under optimal reaction conditions. The present reaction provides a novel strategy for the synthesis of nitroalkanes from the nitration of low-carbon alkanes because of the mild reaction condition, simple experimental procedure and high selectivity towards the desired product. This method may be very significant to establish such a synthesis method for aliphatic nitro-compounds from the low-carbon alkanes in organic fields.
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Acknowledgments
The authors are grateful for the financial support for this work by the National Natural Science Foundation of China (21276216), Specialized Research Fund for the Doctoral Program of Higher Education (20124301130001), Project of Technological Innovation & Entrepreneurship Platform for Hunan Youth (2014) and Major Science and Technology Projects of Hunan Province (2012FJ1001).
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Liu, S., You, K., Jian, J. et al. A simple and efficient approach for highly selective preparation of nitrocyclohexane from cyclohexane with tert-butyl nitrite catalyzed by N-hydroxyphthalimide. Res Chem Intermed 42, 2211–2220 (2016). https://doi.org/10.1007/s11164-015-2144-9
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DOI: https://doi.org/10.1007/s11164-015-2144-9