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A Combination of Phase Transfer Catalyst and Ultrasonic Irradiation Promotes Synthesis of Mandelic Acid
Asian Journal of Chemistry,
Vol. 26 No. 2 (2014): Vol 26 Issue 2
Abstract
A combination of phase transfer catalyst and ultrasonic irradiation used to promotes synthesis of mandelic acid from benzaldehyde with chloroform. The main advantages of this method are that the reaction time is much shorter and the yield is higher than those of the classical method. p-Methoxymandelic acid was also obtained in 58 % yield under the same reaction conditions.
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- J. Lovas, R.D. Suenram, G.T. Fraser, C.W. Gillies and J. Zozom, J. Chem. Phys., 88, 722 (1988); doi:10.1063/1.454151.
- (a) J.F. Hinton and R.D. Harpool, J. Am. Chem. Soc., 99, 349 (1997) and the references cited therein; (b) W.J. Choi, K.Y. Lee, S.H. Kang and S.B. Lee, Sep. Purif. Technol., 53, 178 (2007); doi:10.1016/j.seppur.2006.06.024.
- (a) A. Merz, Synthesis, 724 (1974); doi:10.1055/s-1974-23421.; (b) S.S. Wu, Y.Y. Wei, F. Zhou and Y.M. Ding, Jiangsu Chem. Ind., 32, 31 (2004); (c) F.Z. Han, B. Wang, C.L. Sun, C.L. Zhang and J. Liaoning Univ, (Nat. Sci. ed.) 29,453 (2006).
- G.V. Ambulgekar, B.M. Bhanage and S.D. Samant, Tetrahedron Lett., 46, 2483 (2005); doi:10.1016/j.tetlet.2005.02.035.
- T.J. Mason and J.P. Lorimer, Applied Sonochemistry: The Uses of Power Ultrasound in Chemistry and Processing, Wiley-VCH, 2002.
- M.M. Heravi, S. Sadjadi, S. Sadjadi, H.A. Oskooie and F.F. Bamoharram, Ultrason. Sonochem., 16, 718 (2009); doi:10.1016/j.ultsonch.2009.04.004.
- B. Wen, W. Eli, Q. Xue, X. Dong and W. Liu, Ultrason. Sonochem., 14, 213 (2007); doi:10.1016/j.ultsonch.2006.02.003.
- T.J. Mason, P. Cintas, In eds.: J. Clark and D. Macquarrie, Handbook of Green Chemistry and Technology, Blackwell Science, Oxford, p. 372 (2002).
References
J. Lovas, R.D. Suenram, G.T. Fraser, C.W. Gillies and J. Zozom, J. Chem. Phys., 88, 722 (1988); doi:10.1063/1.454151.
(a) J.F. Hinton and R.D. Harpool, J. Am. Chem. Soc., 99, 349 (1997) and the references cited therein; (b) W.J. Choi, K.Y. Lee, S.H. Kang and S.B. Lee, Sep. Purif. Technol., 53, 178 (2007); doi:10.1016/j.seppur.2006.06.024.
(a) A. Merz, Synthesis, 724 (1974); doi:10.1055/s-1974-23421.; (b) S.S. Wu, Y.Y. Wei, F. Zhou and Y.M. Ding, Jiangsu Chem. Ind., 32, 31 (2004); (c) F.Z. Han, B. Wang, C.L. Sun, C.L. Zhang and J. Liaoning Univ, (Nat. Sci. ed.) 29,453 (2006).
G.V. Ambulgekar, B.M. Bhanage and S.D. Samant, Tetrahedron Lett., 46, 2483 (2005); doi:10.1016/j.tetlet.2005.02.035.
T.J. Mason and J.P. Lorimer, Applied Sonochemistry: The Uses of Power Ultrasound in Chemistry and Processing, Wiley-VCH, 2002.
M.M. Heravi, S. Sadjadi, S. Sadjadi, H.A. Oskooie and F.F. Bamoharram, Ultrason. Sonochem., 16, 718 (2009); doi:10.1016/j.ultsonch.2009.04.004.
B. Wen, W. Eli, Q. Xue, X. Dong and W. Liu, Ultrason. Sonochem., 14, 213 (2007); doi:10.1016/j.ultsonch.2006.02.003.
T.J. Mason, P. Cintas, In eds.: J. Clark and D. Macquarrie, Handbook of Green Chemistry and Technology, Blackwell Science, Oxford, p. 372 (2002).