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Synthesis of N-Methylmorpholine from Morpholine and Dimethyl Carbonate
Corresponding Author(s) : Gongying Wang
Asian Journal of Chemistry,
Vol. 25 No. 15 (2013): Vol 25 Issue 15
Abstract
The synthesis of N-methylmorpholine from morpholine and dimethyl carbonate was investigated. The effects of reaction variables upon the formation of the compounds were also examined. Under the optimized conditions, higher yield of N-methylmorpholine 83 % was obtained and the selectivity of N-methylmorpholine was 86 %. The mechanism on formation of product and undesired product was proposed based on the experimental results.
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- X.Z. Chen, H. Luo, C. Qian and C.H. He, React. Kinet. Mechan. Catal., 104, 163 (2011)
- A.M. Awwad and K.A. Jbara, J. Chem. Eng. Data, 53, 1635 (2008).
- T. Rosenau, A. Potthast and P. Kosma, Tetrahedron, 58, 9809 (2002).
- T. Rosenau, A. Hofinger, A. Potthast and P. Kosma, Polymer, 44, 6153 (2003).
- A. Del Zotto, W. Barratta, M. Sandri, G. Verarado and P. Rigo, Eur. J. Inorg. Chem., 3, 524 (2004).
- P. Tundo, Pure Appl. Chem., 73, 1117 (2001).
- P. Tundo and M. Selva, Acc. Chem. Res., 35, 706 (2002).
- P. Tundo, L. Rossi and A. Loris, J. Org. Chem., 70, 2219 (2005).
- F. Bonino, A. Damin, S. Bordiga, M. Selva, P. Tundo and A. Zecchina, Angew. Chem. Int. Ed., 44, 4774 (2005).
- G. Lamoureux and C. Agüero, ARKIVOC, 251 (2009).
- A. Bomben, B.A. Marques, M. Selva and P. Tundo, Tetrahedron, 51, 11573 (1995).
- T.M. Jyothi, T. Raja, M.B. Talawar and B.S. Rao, Appl. Catal. A, 211, 41 (2001).
- A. Dhakshinamoorthy, M. Alvaro and H. Garcia, Appl. Catal. A, 378, 19 (2010).
- E. Borredon, B. Chabaud, A. Gaset, S. Thiebaud-Roux and S. Ouk, US Patent 20040024205 A1 (2004).
References
X.Z. Chen, H. Luo, C. Qian and C.H. He, React. Kinet. Mechan. Catal., 104, 163 (2011)
A.M. Awwad and K.A. Jbara, J. Chem. Eng. Data, 53, 1635 (2008).
T. Rosenau, A. Potthast and P. Kosma, Tetrahedron, 58, 9809 (2002).
T. Rosenau, A. Hofinger, A. Potthast and P. Kosma, Polymer, 44, 6153 (2003).
A. Del Zotto, W. Barratta, M. Sandri, G. Verarado and P. Rigo, Eur. J. Inorg. Chem., 3, 524 (2004).
P. Tundo, Pure Appl. Chem., 73, 1117 (2001).
P. Tundo and M. Selva, Acc. Chem. Res., 35, 706 (2002).
P. Tundo, L. Rossi and A. Loris, J. Org. Chem., 70, 2219 (2005).
F. Bonino, A. Damin, S. Bordiga, M. Selva, P. Tundo and A. Zecchina, Angew. Chem. Int. Ed., 44, 4774 (2005).
G. Lamoureux and C. Agüero, ARKIVOC, 251 (2009).
A. Bomben, B.A. Marques, M. Selva and P. Tundo, Tetrahedron, 51, 11573 (1995).
T.M. Jyothi, T. Raja, M.B. Talawar and B.S. Rao, Appl. Catal. A, 211, 41 (2001).
A. Dhakshinamoorthy, M. Alvaro and H. Garcia, Appl. Catal. A, 378, 19 (2010).
E. Borredon, B. Chabaud, A. Gaset, S. Thiebaud-Roux and S. Ouk, US Patent 20040024205 A1 (2004).