Preparation and Characterization of Terpene-Based Diol from Terpene-Maleic Anhydride Using Lithium Aluminum Hydride as Reductant

Article Preview

Abstract:

A Diol with endocyclic structure that is 1-methyl-4-isopropyl-bicyclo [2,2,-2,3-two hydroxymethyl-5-Octene (MIBHO), deriving from terpene, was synthesized using the aid of lithium aluminium hydride (LAH) as reductant in THF media at 65 °C. The optimum synthesis conditions were confirmed by analysing the factors on reacting temperature, reacting time, different solvents and reductants. The molecular structure of the novel compound has been characterized by FT-IRGC-MS and 1H-NMR analysis. The data reveal that LAH could effectively reduce terpene maleic anhydride to corresponding alcohol, and the conversion rate of raw material could reach 84%.

You might also be interested in these eBooks

Info:

Periodical:

Pages:

266-269

Citation:

Online since:

July 2013

Export:

Price:

Permissions CCC:

Permissions PLS:

Сopyright:

© 2013 Trans Tech Publications Ltd. All Rights Reserved

Share:

Citation:

[1] R.W. Schluenz, C.B. Davis, U.S. Patent 4,107,420. (1978)

Google Scholar

[2] J. Jordan, Bloomfield, et al. Control of lithium aluminium hydride reduction of Cyclic Dicarboxylic Acid anhydrides to produce γ-Lactones or Diols. J. Org. Chem, 12(1967) 3919-3924.

DOI: 10.1021/jo01287a041

Google Scholar

[3] K. Sivagurunathan, S. R. M. Kamil, S, et al. Efficient one-pot selective reduction of esters in β-ketoesters using LiHMDS and lithium aluminium hydride. Tetrahedron Lett, 52(2011) 1205-1207.

DOI: 10.1016/j.tetlet.2011.01.030

Google Scholar