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South African Journal of Chemistry
versión On-line ISSN 1996-840X
versión impresa ISSN 0379-4350
S.Afr.j.chem. (Online) vol.64 Durban 2011
SHORT COMMUNICATION
Microwave irradiation versus conventional heating in the synthesis of N-methyl-2-pyrrolidone catalyzed by highly active copper powder
N.D. Jumbam*; L. Phuthuma; R. Ndebvu; T. Ngarivhume
Department of Chemistry and Chemical Technology, Walter Sisulu University, Private BagX1, WSU, 5117 Mthatha, Eastern Cape, South Africa
ABSTRACT
A convenient one-pot synthesis of N-methyl-2-pyrrolidone is achieved either by conventional heating or microwave irradiation. The intermediate N-methyl-4-hydroxybutyramide formed from the exothermic reaction of 7-butyrolactone with aqueous methylamine undergoes an intramolecular condensation reaction catalyzed by highly active copper powder to form the pyrrolidone in good yield.
Keywords: Copper catalyst, N-methyl-2-pyrrolidone, methylamine, ϒ-butyrolactone, one-pot synthesis, microwave irradiation
Full text available only in pdf format.
Acknowledgements
We are grateful to the Directorate of Research Development at Walter Sisulu University for financial support.
References
1 BASF Corporation, http://www2.basf.us/diols/bcdiolsnmp.html [ Links ]
2 J.W. Copenhaver, N. Oaks and W.O. Ney, Jr., (Minnesota Mining and Manufacturing Co.) United States Patent US 3095423, 1963. [ Links ]
3 F.A. Pesa and A.M. Graham, (Ohio Standard Oil Co.,) United States Patent US 4356124, 1982. [ Links ]
4 B. Aldo, (Pantochim S.A.) United States Patent US 6248902, 2001. [ Links ]
5 E. Späth and J. Lintner, Ber., 1936, 69, 2727-2731. [ Links ]
6 S.M. McElvain and J.F. Vozza, J. Am. Chem. Soc., 1949, 71, 896-900. [ Links ]
7 W. Reppe, Chem. Ing. Tech., 1950, 22, 361-373. [ Links ]
8 B. Manfred and W. Gunter, (Akzo Nobel N.V) United States Patent US 5478950, 1995. [ Links ]
9 K. Hatada and Y. Ono, Bull. Chem. Soc. Japan, 1977, 50, 2517-2521. [ Links ]
10 R.Q. Brewster and T. Groening, Organic Synthesis, 1943, 2, 445-446. [ Links ]
11 R.N. Gedye, F. Smith, K. Westaway, H. Ali, L. Baldisera, L. Laberge and J. Rousell, Tetrahedron Lett., 1986, 27, 279-282. [ Links ]
Submitted 7 March 2011
Revised 3 April 2011
Accepted 4 May 2011
Submitted by invitation to celebrate 2011 - the 'International Year of Chemistry
* To whom correspondence should be addressed. E-mail: njumbam@wsu.ac.za