European Journal of Chemistry

Novelties of solid-liquid phase transfer catalyzed synthesis of benzyl diethyl phosphate from the sodium salt of diethyl phosphate



Main Article Content

Na Ge
Yumin Zhang
Dongmin Shi
Qiang Gu
Xuefeng Zhu
Zhiyong Ding

Abstract

Solid-liquid phase transfer catalysis coupled with mixed solvents, which could be recycled, as a green chemistry procedure, was applied to the synthesis of phosphate from the sodium salt of diethyl phosphate. The benzyl diethyl phosphate was synthesized in good yield via one-pot method from the reaction of the industrial by-product sodium salt of diethyl phosphate with benzyl chloride in solid-liquid phase transfer catalysis and toluene-water mixed solvents. The effects of catalyst structure, the amounts of catalyst, the raw material molar ratio, water loading, and reaction temperature on the conversion of the reaction were investigated. The structure of the benzyl diethyl phosphate generated was confirmed by Elemental Analysis, IR, 1H NMR and GC/MS.

2_2_269_271_800


icon graph This Abstract was viewed 1512 times | icon graph Article PDF downloaded 702 times icon graph Article SUPPLEMENTARY FILE downloaded 0 times

How to Cite
(1)
Ge, N.; Zhang, Y.; Shi, D.; Gu, Q.; Zhu, X.; Ding, Z. Novelties of Solid-Liquid Phase Transfer Catalyzed Synthesis of Benzyl Diethyl Phosphate from the Sodium Salt of Diethyl Phosphate. Eur. J. Chem. 2011, 2, 269-271.

Article Details

Author Biography

Qiang Gu, College of Chemistry, Jilin University, Changchun, 130012, China


Share
Crossref - Scopus - Google - European PMC
References

[1]. Macquarrie, D. J.; Nazih, R.; Sebti, S. Green Chem. 2002, 4, 56-59.
doi:10.1039/b109015c

[2]. Fraile, J. M.; García, J. I.; Mayoral, J. A.; Sebti, S.; Tahir, R. Green Chem. 2001, 3, 271-274.
doi:10.1039/b104201g

[3]. Silverberg, L. J.; Dillon, J. L.; Vemishetti, P. Tetrahedron Lett. 1996, 37, 771-774.
doi:10.1016/0040-4039(95)02294-5

[4]. Jones, S.; Smanmoo, C. Tetrahedron Lett. 2004, 45, 1585-1588.
doi:10.1016/j.tetlet.2004.01.003

[5]. Bache, C. A.; Lisk, D. J. Anal. Chem. 1965, 37, 1477-1480.
doi:10.1021/ac60231a008
PMid:5828144

[6]. Brown, D. M. Advances in Organic Chemistry, Interscience Publishers, Inc., New York, 1963, Vol. 3, 89-90.

[7]. Slotin, L. A. Synthesis 1977, 737-752.
doi:10.1055/s-1977-24556

[8]. Cherbuliez, E.; Kosolapoff, G. M. L.; Eds, M. In Organic Phosphorus Chemistry, Wiley-Interscience, New York, 1973, Vol. 6, Ch 15.

[9]. Cadogan, J. I. G. Organophosphorus Reagents in Organic Synthesis, Academic Press, Inc, London, 1979.

[10]. McLaughlin, M. Org. Lett. 2005, 7, 4875-4878.
doi:10.1021/ol0517271
PMid:16235911

[11]. Kofink, C. C.; Knochel, P. Org. Lett. 2006, 8, 4121-4124.
doi:10.1021/ol0616790
PMid:16928089

[12]. Kenner, G. W.; Mather, J. J. Chem. Soc. 1956, 3524-3531.

[13]. Nitta, Y.; Arakawa, Y. Chem. Pharm. Bull. 1986, 34, 3121-3129.

[14]. Givens, R. S.; Matuszewski, B.; Athey, P. S.; Stoner, R. M. J. Am. Chem. Soc. 1990, 112, 6016-6021.
doi:10.1021/ja00172a016

[15]. Zwierzak, A.; Kluba, M. Tetrahedron 1971, 27, 3163-3170.
doi:10.1016/S0040-4020(01)98109-8

[16]. Zwierzak, A. Synthesis 1976, 5, 305-306.
doi:10.1055/s-1976-24022

[17]. Yadav, G. D.; Bisht, P. M. J. Mol. Catal. A: Chem. 2005, 236, 54-64.
doi:10.1016/j.molcata.2005.04.003

[18]. Yang, H. M.; Wu, P. I. Appl. Catal. A 2001, 209, 17-26.
doi:10.1016/S0926-860X(00)00739-0

[19]. Yang, H. M.; Liu, H.-C. Appl. Catal. A 2004, 258, 25-31.
doi:10.1016/j.apcata.2003.08.002

[20]. Yadav, G. D.; Ceasar, J. L. J. Mol. Catal. A. Chem. 2006, 260, 202-209
doi:10.1016/j.molcata.2006.06.052

[21]. Yadav, G. D.; Paranjape, P. M. J. Fluorine Chem. 2005, 126, 289-295.
doi:10.1016/j.jfluchem.2004.10.005

[22]. Yadav, G. D.; Subramanian, S. J. Mol. Catal. A. Chem. 2004, 209, 75-82.
doi:10.1016/j.molcata.2003.09.003

[23]. Yadav, G. D.; Jadhav, Y. B. Langmuir 2002, 18, 5995-6002.
doi:10.1021/la0255727

Most read articles by the same author(s)

Most read articles by the same author(s)

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).