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Permanent URL:: http://handle.nal.usda.gov/10113/31359
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Abstract:: 13-Aminotridecanoic acid, the monomer for nylon 13, was synthesized from commercial erucic acid or its derivatives by several methods in a study to determine the method of choice, which involved oxidative ozonolysis of eruconitrile, followed by esterification before isolation to give methyl 12-cyanododecanoate. The cyano ester was then catalytically reduced and hydrolyzed, without isolation of intermediates, to give very pure 13-aminotridecanoic acid in 55 to 60% yield from the eruconitrile. Almost equally convenient was a method starting with oxidative ozonolysis of methyl erucate to the half ester of brassylic acid, which was then converted successively to the amide-ester, nitrile-ester, amino ester, and amino acid. Other methods tried were significantly less desirable because of low yields and difficult purifications.
Author(s):: Greene, J.L. , Burks, R.E.
Note:: 20090714 20090801 00000000
Source:: Industrial and engineering chemistry product research and development June 1969, 8(2)
Language:: English
Year:: 1969
Collection:: Journal Articles, USDA Authors, Peer-Reviewed
Rights:: Works produced by employees of the U.S. Government as part of their official duties are not copyrighted within the U.S. The content of this document is not copyrighted.