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Ionic Liquid Based Vilsmeier Reagent as an Efficient Reagent for Esterification of Alcohols and Carboxylic Acids
Dr. M.A Kazi Institute of Chemistry, University of Sindh, Jamshoro, Pakistan
Institute of Advanced Research Studies in Chemical Sciences, University of Sindh, Jamshoro, Pakistan
National Centre of Excellence for Analytical Chemistry, University of Sindh, Jamshoro, Pakistan
- 1 Dr. M.A Kazi Institute of Chemistry, University of Sindh, Jamshoro, Pakistan
- 2 Institute of Advanced Research Studies in Chemical Sciences, University of Sindh, Jamshoro, Pakistan
- 3 National Centre of Excellence for Analytical Chemistry, University of Sindh, Jamshoro, Pakistan
International Journal of Organic Chemistry·Volume 08 (2018)·Pages 125–134·Published 15 January 2018·DOI10.4236/ijoc.2018.81008
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Abstract
The Vilsmeier reagent is well-known electrophilic reagent for synthetically useful organic transformations. Its ionic liquid version has been prepared from DMF-like ionic liquid. Apart from its other reported applications, presently it has been used as an efficient organo reagent for efficient esterification. Variety of esters has been prepared from versatile carboxylic acids and alcohols under ionic liquid conditions with excellent yields. The present system offers an economically and environmentally better alternative to routine procedures.
KeywordsDehydration AgentIonic Liquid Based Vilsmeier ReagentEsterification
- Hullio, A.A. and Mastoi, G.M. (2011) Designing Synthesis and Applications of Task Specific Ionic Liquids. Oriental Journal of Chemistry, 27, 1591-1612.
- Vilsmeier, A. and Haack, A. (1927) über die Einwirkung von Halogenphosphor auf Alkylformanilide. Eineneue Methode zur Darstellung sekundärer und tertiärer p-Alkylamino-benzaldehyde. European Journal of Inorganic Chemistry, 60, 119-122. https://doi.org/10.1002/cber.19270600118
- Rajput, A.P. and Girase, P.D. (2012) Review Article on Vilsmeier-Haack Reaction. International Journal of Pharmaceutical, Chemical and Biological Sciences, 3, 25-43.
- Mokhtari, B., Roya, A. and Aseieh, A. (2010) 2,4,6-Trichloro-1,3,5-Triazine/Dimethyl-formamide as an Efficient Reagent for One-Pot Conversion of Alcohols into N-Alkylphthalimides. Chinese Chemical Letters, 21, 171-174. https://doi.org/10.1016/j.cclet.2009.10.006
- De Luca, L., Giacomelli, G. and Porcheddu, A. (2002) An Efficient Route to Alkyl Chlorides from Alcohols Using the Complex TCT/DMF. Organic Letters, 4, 553-555. https://doi.org/10.1021/ol017168p
- De Luca, L., Giacomelli, G. and Porcheddu, A. (2001) A Mild and Efficient Alternative to the Classical Swern Oxidation. The Journal of Organic Chemistry, 66, 7907-7909. https://doi.org/10.1021/jo015935s
- Akhlaghinia, B. and Elham, R. (2007) Efficient Method for Tetrahydropyranylation of Phenols and Alcohols Using 2,4,6-Trichloro[1,3,5]triazine. Turkish Journal of Chemistry, 31, 83-88.
- De Luca, L., Giacomelli, G. and Porcheddu, A. (2002) Beckmann Rearrangement of Oximes under Very Mild Conditions. The Journal of Organic Chemistry, 67, 6272-6274. https://doi.org/10.1021/jo025960d
- Hamona, F., Priéa, G., Lecornuéa, F. and Papot, P. (2009) Cyanuric Chloride: An Efficient Reagent for the Lossen Rearrangement. Tetrahedron Letters, 50, 6800-6802. https://doi.org/10.1016/j.tetlet.2009.09.115
- Neises, B. and Steglich, W. (1978) Simple Method for the Esterification of Carboxylic Acids. Angewandte Chemie International Edition in English, 17, 522-524. https://doi.org/10.1002/anie.197805221
- Savita, K., Ajay, K. and Gupta, A.K. (2002) A Simple and Convenient One-Pot Synthesis of Fatty Acid Esters from Hindered Alcohols Using N,N-Dimethylchloro-Sulfitemethaniminium Chloride as Dehydrating Agent. Synthetic Communications, 32, 2885-2898. https://doi.org/10.1081/SCC-120006474
- Hullio, A.A. and Mastoi, G.M. (2012) Preparation of Ionic Liquid-Based Vilsmeier Reagent from Novel Multi-Purpose Dimethyl Formamide-Like Ionic Liquid and Its Application. Chinese Journal of Chemistry, 30, 1647-1657. https://doi.org/10.1002/cjoc.201280028