Abstract
The Diels-Alder reaction between alkali conjugated and elaidinized safflower oil fatty acids and maleic anhydride was studied under various experimental conditions. The principal product which was obtained in 51–55% yields was a mixture of the adduct of maleic anhydride and maleic acid in 40∶60 proportions. The isolation and properties of this mixed adducts from the reaction mixture and their conversion to trimethyl, tributyl and triallyl esters are described. The trimethyl ester was also obtained in good yield from the methyl esters of the fatty acids and dimethyl maleate.
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References
Adams, R., “Organic Reactions,” Vol. 4, John Wiley and Sons, Inc., New York, 1948, p. 1–59.
Boeseken, J., and R. Hoevers, Rec. trans. Chim. 49: 1165 (1930).
Morrell, R.S., and H. Samuels, J. Chem. Soc. 2251 (1932).
Morrell, R.S., and W.R. Davis, J. Chem. Soc. 1481 (1936).
von Mikusch, J.D., JAOCS 29: 114 (1952).
Kaufmann, H. P., and J. Baltes, Fette u. Seifen. 43: 93 (1936).
Danzig, M.J., I.L. O’Donnell, E.W. Bell, J.C. Cowan and H.M. Teeter, JAOCS 34: 136 (1957).
Teeter, H.M., E.W. Bell, J.L. O’Donnell, M.J. Danzig and J.C. Cowan, Ibid. 35: 238 (1958).
Miller, W.R., E.W. Bell, J.C. Cowan and H.M. Teeter, Ibid. 36: 394 (1959).
Teeter, H.M., J.C. Cowan, L.E. Gast, W.J. Yurgen and R.A. Clark, Ibid. 38: 117 (1961).
Sastry, G.S.R., B.G.K. Murthy and J.S. Aggarwal, Paint Mir. 40 (8): 32 (1970).
Litchfield, C., J.E. Lord, A.F. Isabell and R. Resiser, JAOCS 40: 533 (1963).
AOCS, Tentative method Cd 7-48 and L 12a-55 (Revised April 1956).
Gast, L.E., E.W. Bell and H.M. Teeter, JAOCS 33: 278 (1956).
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Sastry, G.S.R., Murthy, B.G.K. & Aggarwal, J.S. Diels-alder adducts from safflower oil fatty acids: I. Maleic anhydride as dienophile. J Am Oil Chem Soc 48, 686–688 (1971). https://doi.org/10.1007/BF02638520
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DOI: https://doi.org/10.1007/BF02638520