Preparation of phosphorus esters of long-chain hydroxy fatty acids View Full Text


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Article Info

DATE

1964-01

AUTHORS

M. J. Diamond, T. H. Applewhite, R. E. Knowles, L. A. Goldblatt

ABSTRACT

Several procedures are evaluated for synthesis of phosphorus-containing derivatives of some long-chain hydroxy-fatty acids, including ricinoleic and lesquerolic acid and their hydrogenated products. The conventional method of preparing phosphate esters by reaction of an alcohol with a dialkyl phosphorochloridate is unsatisfactory, but introduction of the dialkyl phosphoryl group was accomplished by using dimethylformamide as catalyst. Phosphorus derivatives are obtained more conveniently by ester interchange between a long-chain hydroxy compound and a low molecular weight dialkyl phosphite. Purification of the phosphite esters was accomplished by partitoning between acetonitrile and petroleum ether and also by chromatography on a column of silicic acid. Attempts to prepare phosphorus derivatives of the allylic hydroxyl of methyl dimorphecolate resulted in extensive dehydration to the conjugated triene. More... »

PAGES

9-13

References to SciGraph publications

  • 1960-01. Preparation of pure fatty acid methyl esters by countercurrent distribution in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
  • 1961-03. Analyses of lipids and oxidation products by partition chromatography. Dimeric and polymeric products in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
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    URI

    http://scigraph.springernature.com/pub.10.1007/bf02661892

    DOI

    http://dx.doi.org/10.1007/bf02661892

    DIMENSIONS

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