Preparation and characterization of methyl 11-amino-(N-p-toluenesulfonyl)-9-E-octadecenoate and methyl 8-amino-(N-p-toluenesulfonyl)-9-E-octadecenoate

Allylic amination of methyl oleate with bis(N‐p‐toluenesulfonyl) sulfodiimide results in a mixture of methyl 11‐amino‐(N‐p‐toluenesulfonyl)‐9‐E‐octadecenoate and methyl 8‐amino‐(N‐p‐toluenesulfonyl)‐9‐E‐octadecenoate in 58% yield. These novel products were isolated and characterized by nuclear magne...

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Veröffentlicht in:	Journal of the American Oil Chemists' Society 1997-03, Vol.74 (3), p.229-234
Hauptverfasser:	Herron, B.F. (NCAUR, ARS, USDA, Peoria, IL.), Bagby, M.O, Isbell, T.A, Byrdwell, W.C, Plattner, R, Weisleder, D
Format:	Artikel
Sprache:	eng
Schlagworte:	ACEITE DE SOJA Aliphatic compounds Allylic amination Amination bis(N‐p‐toluenesulfonyl) sulfodiimide Chemistry Chromatography Exact sciences and technology HUILE DE SOJA Infrared analysis Infrared spectroscopy Liquid chromatography Mass spectrometry Mass spectroscopy Melting point Melting points methyl 11‐amino‐(N‐p‐toluenesulfonyl)‐9‐E‐octadecenoate methyl 8‐amino‐(N‐p‐toluenesulfonyl)‐9‐E‐octadecenoate methyl oleate NMR Nuclear magnetic resonance Organic chemistry Preparations and properties SOYBEAN OIL Thin layer chromatography
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Zusammenfassung:	Allylic amination of methyl oleate with bis(N‐p‐toluenesulfonyl) sulfodiimide results in a mixture of methyl 11‐amino‐(N‐p‐toluenesulfonyl)‐9‐E‐octadecenoate and methyl 8‐amino‐(N‐p‐toluenesulfonyl)‐9‐E‐octadecenoate in 58% yield. These novel products were isolated and characterized by nuclear magnetic resonance, infrared spectroscopy, mass spectrometry, and melting point. The reaction was analyzed by highperformance liquid chromatography and thin‐layer chromatography.
ISSN:	0003-021X 1558-9331
DOI:	10.1007/s11746-997-0128-7