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Volume 2008
Issue 1
10.3390/M561
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Short Note

Microwave Synthesis of (4-hydroxy Phenyl) 3-oxo butanoate

by
Mohammed Ramdani
*,
Nour-Eddine Benchat
,
Abderrahmane Anaflous
and
Fouad El Kalai
Applied Chemistry and Environement Laboratory, Faculty of Sciences, Univerity Mohamed 1st, Oujda, Marocco
*
Author to whom correspondence should be addressed.
Molbank 2008, 2008(1), M561; https://doi.org/10.3390/M561
Submission received: 2 May 2007 / Revised: 20 November 2007 / Accepted: 15 January 2008 / Published: 25 March 2008
Versions Notes
Molbank 2008 m561 i001
The product 3 was previously prepared [1] using C6H6 in the presence of pyridine. A mixture of hydroquinone 1 (0.66 g, 6 mmol), ethyl acetoacetate 2 (0.78 g, 6 mmol) and monmorillonite K10 (0.43 g, 30 % by weight of the total reactants) [2,3] was placed in a pyrex tube which was then introduced into a Maxidigest MX 350 Prolabo microwave monomode reactor fitted with a rotational system [4]. An approximate final temperature (120 °C) was measured by introducing a digital thermometer at the end of the irradiation time (20 min on 180 W as irradiation power). The mixture was cooled to ambient temperature. After elution with ethyl acetate (30 mL) and subsequent filtration through florisil, the organic product was purified by chromatography on silicagel (dichloromethane : ethyl acetate, 90 :10), yield : 65 % of 3 white solid.
Melting point: 96-98 °C.
1H NMR d (CDCl3, 200 MHz): 7-6.7 (2d, 4H, Ph); 5,65 (s, OH) ; 3.7 (s, CH2); 2.38 (s, CH3).
13C NMR d (CDCl3, 100 MHz): 30 (CH3); 50 (CH2); 116 and 123 (C=C arom.); 155 (CO2); 202 (C=O acyl).
MS (IC-NH3, m / z): 212(M+ + 18) / 100 %.

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References

  1. Rall, K.B.; Perekalin, V.V. Zhurnal Obshchei Khimii 1955, 25, 259.
  2. Li, T.S.; Zhang, Z.H.; Yang, F.; Fu, C.G. J. Chem. Research (S) 1998, 38–39.
  3. Singh, J.; Kaur, J.; Nayyar, S.; Kad, G.L. J. Chem. Research (S) 1998, 280–281.
  4. Kappe, C.O.; Dallinger, D. Nature Reviews Drug Discovery 2006, 5, 51. [PubMed]; De la Hoz, A.; Diaz-Ortiz, A.; Moreno, A. Chem. Soc. Rev. 2005, 34, 164. [PubMed]

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MDPI and ACS Style

Ramdani, M.; Benchat, N.-E.; Anaflous, A.; El Kalai, F. Microwave Synthesis of (4-hydroxy Phenyl) 3-oxo butanoate. Molbank 2008, 2008, M561. https://doi.org/10.3390/M561

AMA Style

Ramdani M, Benchat N-E, Anaflous A, El Kalai F. Microwave Synthesis of (4-hydroxy Phenyl) 3-oxo butanoate. Molbank. 2008; 2008(1):M561. https://doi.org/10.3390/M561

Chicago/Turabian Style

Ramdani, Mohammed, Nour-Eddine Benchat, Abderrahmane Anaflous, and Fouad El Kalai. 2008. "Microwave Synthesis of (4-hydroxy Phenyl) 3-oxo butanoate" Molbank 2008, no. 1: M561. https://doi.org/10.3390/M561

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