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Synthesis of 7-Hydroxy-4-methyl Coumarin Under Microwave Irradiation
Corresponding Author(s) : Shujing Liu
Asian Journal of Chemistry,
Vol. 26 No. 8 (2014): Vol 26 Issue 8
Abstract
The 1,3-benzenediol and ethyl acetoacetate as raw materials were used to synthesize 7-hydroxy-4-methyl coumarin under microwave irradiation with zirconium sulfate tetrahydrate as the catalyst. Experiment showed that the yield reached up to 87.5 %, when the reaction conditions were as follow: the molar ratio of phenolic and ester was 1.0:1.0, 0.4 g of Zr(SO4)2·4H2O, 10 mL of cyclohexane, the mixtures react 12 min under 500 W microwave radiation.
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- A. Chilin, C. Marzano, A. Guiotto, P. Manzini, F. Baccichetti, F. Carlassare and F. Bordin, J. Med. Chem., 42, 2936 (1996); doi:10.1021/jm991028s.
- I.P Kostova, I.I. Manolov, I.N. Nicolova and N.D. Danchev, IL Farmaco, 56, 707 (2001); doi:10.1016/S0014-827X(01)01109-0.
- J.A. Key, S. Koh, Q.K. Timerghazin, A. Brown and C.W. Cairo, Dyes Pigments, 82, 196 (2009); doi:10.1016/j.dyepig.2009.01.001.
- A.I. Ahmed, S.A. El-Hakam, M.A. Abd Elghany and W.S. Abo El-Yazeed, Appl. Catal. A, 407, 40 (2011); doi:10.1016/j.apcata.2011.08.020.
- R. Sabou, W.F. Hoelderich, D. Ramprasad and R. Weinand, J. Catal., 232, 34 (2005); doi:10.1016/j.jcat.2005.02.002.
- S. Selvakumar, M. Chidambaram and A.P. Singh, Catal. Commun., 8, 777 (2007); doi:10.1016/j.catcom.2006.08.039.
- H.M. Hassan, M.A. El-Nawawy, Z.H. Abdel-Wahb and S.A.M. Shedid, J. Indian Chem. Soc., 75, 377 (1998).
- I.J. Bear and W.G. Mumme, Acta Cryst., B25, 1558 (1969); doi:10.1107/S0567740869004328.
References
A. Chilin, C. Marzano, A. Guiotto, P. Manzini, F. Baccichetti, F. Carlassare and F. Bordin, J. Med. Chem., 42, 2936 (1996); doi:10.1021/jm991028s.
I.P Kostova, I.I. Manolov, I.N. Nicolova and N.D. Danchev, IL Farmaco, 56, 707 (2001); doi:10.1016/S0014-827X(01)01109-0.
J.A. Key, S. Koh, Q.K. Timerghazin, A. Brown and C.W. Cairo, Dyes Pigments, 82, 196 (2009); doi:10.1016/j.dyepig.2009.01.001.
A.I. Ahmed, S.A. El-Hakam, M.A. Abd Elghany and W.S. Abo El-Yazeed, Appl. Catal. A, 407, 40 (2011); doi:10.1016/j.apcata.2011.08.020.
R. Sabou, W.F. Hoelderich, D. Ramprasad and R. Weinand, J. Catal., 232, 34 (2005); doi:10.1016/j.jcat.2005.02.002.
S. Selvakumar, M. Chidambaram and A.P. Singh, Catal. Commun., 8, 777 (2007); doi:10.1016/j.catcom.2006.08.039.
H.M. Hassan, M.A. El-Nawawy, Z.H. Abdel-Wahb and S.A.M. Shedid, J. Indian Chem. Soc., 75, 377 (1998).
I.J. Bear and W.G. Mumme, Acta Cryst., B25, 1558 (1969); doi:10.1107/S0567740869004328.