Preparation of 2-Methyl-1,4-Naphthoquinone(vitamin K3) by Catalytic Oxidation of 2-Methylnaphthalene with Sulfuric Acid as Catalyst

Article Preview

Abstract:

The oxidation of 2-methylnaphthalene(2-MN) to 2-methyl-1,4-naphthoquinone(2-MNQ, Vitamin K3) was accomplished in acetic acid with the application of hydrogen peroxide as oxidant. The yield of 2-MNQ was up to 81.3% when sulfuric acid used as catalyst. The catalyst exhibits excellent substrate conversion and target product selectivity. Different parameters affecting the oxidation of 2-methylnaphthalene with hydrogen peroxide catalyzed by sulfuric acid were described, such as reaction temperature, reaction time, dosage of hydrogen peroxide, and amount of sulfuric acid. Compared with the traditional methods for the preparation of Vitamin K3 with yield of only 30-50%, this method presented could be more effective, economical and ecofriendly.

You might also be interested in these eBooks

Info:

Periodical:

Advanced Materials Research (Volumes 634-638)

Pages:

664-668

Citation:

Online since:

January 2013

Export:

Price:

Permissions CCC:

Permissions PLS:

Сopyright:

© 2013 Trans Tech Publications Ltd. All Rights Reserved

Share:

Citation:

[1] S. Patai, Z. Rappoport (Eds.). The Chemistry of Quinonoid Compounds, Wiley-Interscience, New York(1988).

Google Scholar

[2] C. Pouget, F. Lauthier, A. Simon, C. Med. Chem. Lett. Vol. 11 (2001) , p.3095.

Google Scholar

[3] C. Chen, Y.Z. Lin, K.S. Shia, H.Y. Tseng, Bioorg. Med. Chem. Lett. Vol. 12 (2002), p.2729,.

Google Scholar

[4] R.A. Sheldon, Top. Curr. Chem. Vol. 164 (1993), p.21.

Google Scholar

[5] M. Periasamy, M.V. Bhatt, Tetrahedron Lett. Vol. 19 (1978), p.4561.

Google Scholar

[6] V. Steglinska, A. Gzheidzyak, Y. Dzegets, Zh. Obshch. Khim. Vol. 66 (1996), p.847.

Google Scholar

[7] J. Skarzewski, Tetrahedron. Vol. 40 (1984), p.4997.

Google Scholar

[8] S. Naganathan, R. Hershline, S.W. Ham, P. Dowd, J. Am. Chem. Soc. Vol. 116 (1994), p.9831.

Google Scholar

[9] W. Adam, W.A. Herrmann, W. Lin, Ch.R. Saha-Moller, R.W. Fischer, J.D.G. Correia, Angew. Chem. Int. Ed. Vol. 33 (1994), p.2475.

Google Scholar

[10] W.A. Herrmann, J.J. Haider, R.W. Fischer, J. Mol. Catal. A:Chem. Vol. 138 (1999), p.115.

Google Scholar

[11] S. Yamaguchi, M. Inone, S. Enomoto, Chem. Lett. Vol. 827 (1985).

Google Scholar

[12] S.V. Barkanova, V.M. Derkacheva, O.V. Dolotova, V.D. Li, V.M. Negrimovsky, O.L. Kaliya, E.A. Luk'yanets, Tetrahedron Lett. Vol. 37 (1996), p.1637.

DOI: 10.1016/0040-4039(96)00079-2

Google Scholar

[13] A.B. Sorokin, A. Tuel, New J. Chem. Vol. 23 (1999), p.473.

Google Scholar

[14] A.B. Sorokin, A. Tuel, Catal. Today. Vol. 57 (2000), p.45.

Google Scholar

[15] A.B. Sorokin, S. Mangematin, C. Pergrale. J. Mol. Catal. A: Chem., Vol. 182-183 (2002), p.267.

Google Scholar

[16] S.V. Barkanova, O.L. Kaliya, J. Porphyrins Phthalocyanines. Vol. 3 (1999), p.180.

Google Scholar

[17] S.V. Barkanova, E.A. Makarova, O.L. Kaliya. Mendeleev Commun.Vol. 177 (1999).

Google Scholar

[18] Anne Bohle, Anett Schubert, Werner R. Thiel, Adv. Synth. Catal. Vol. 348 (2006), p.1011.

Google Scholar