Syntheses of 12-aminododecanoic and 11-aminoundecanoic acids from vernolic acid

FO Ayorinde, EY Nana, PD Nicely, AS Woods…

Index: Ayorinde, Folahan O.; Nana, Erick Y.; Nicely, Pete D.; Woods, Anthony S.; Price, Elvis O.; Nwaonicha, Chukwuma P. JAOCS, Journal of the American Oil Chemists' Society, 1997 , vol. 74, # 5 p. 531 - 538

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Citation Number: 31

Abstract

Abstract 12-Aminododecanoic acid and 11-aminoundecanoic acid, monomer precursors for nylon-12 and nylon-11, respectively, have been synthesized from vernolic (cis-12, 13-epoxy- cis-9-octadecenoic) acid via a reaction sequence that includes the formation of 12- oxododecanoic acid oxime. Saponification of vernonia oil, followed by a low-temperature recrystallization at− 20° C, gave 51% vernolic acid (97% purity, mp 23–25° C). ...