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1. 发明申请

WO2016004299A1 RING CLOSING METATHESIS APPROACH TO PRODUCE PRECURSORS OF NYLON 11, 12, AND 13 FROM OLEIC ACID 审中-公开
标题翻译：生产尼龙前列腺素11,12和13的环状封闭细胞生物学方法
公开(公告)号：WO2016004299A1
公开(公告)日：2016-01-07
申请号：PCT/US2015/038976
申请日：2015-07-02
申请人： THE UNIVERSITY OF TOLEDO
发明人： YAMAMOTO, Kana , VIAMAJALA, Sridhar , VARANASI, Sasidhar , MUDIYANSELAGE, Ajith Yapa , ABEL, Godwin
IPC分类号： C07C6/04
CPC分类号： C07D225/02
摘要： Provided herein is a method of producing C11, C12, and C13 nylon precursors from oleic acid or esters of oleic acid, the method involving amide formation, ring-closing metathesis, and hydrogenation. Further provided are the products of the method described. Provided herein is a method for producing a lactam, the method comprising the steps of converting oleic acid or an ester of oleic acid into an amide having a general formula of H3C-(CH2)rCH=CH-(CH2)rCONR-(CH2)n-CH=CH2, wherein n is 1, 2, or 3, and R is either hydrogen or benzyl; subjecting the amide to a ring-closing metathesis reaction to produce an intermediate having a general formula of -(CH2)rCONR-(CH2) n-CH=CH2-, wherein n is 1, 2, or 3, R is either hydrogen or benzyl, and both ends are connected to each other; and hydrogenating the intermediate to produce a saturated lactam. In certain embodiments, the saturated lactam has a formula of -NH-(CH2) 10-CO-.
摘要翻译：本文提供了一种从油酸或油酸酯生产C11，C12和C13尼龙前体的方法，涉及酰胺形成，闭环复分解和氢化的方法。还提供了所述方法的产物。本发明提供了制备内酰胺的方法，该方法包括以下步骤：将油酸或油酸酯转化为通式为H3C-（CH2）rCH = CH-（CH2）rCONR-（CH2） n-CH = CH 2，其中n为1,2或3，并且R为氢或苄基; 使酰胺进行闭环复分解反应以产生具有通式为 - （CH 2）r CONR-（CH 2）n -CH = CH 2 - 的中间体，其中n为1,2或3，R为氢或苄基，并且两端彼此连接; 并氢化中间体以产生饱和内酰胺。在某些实施方案中，饱和内酰胺具有式-NH-（CH 2）10 -CO-的式。

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