N-hexylnonanamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-hexylnonanamide
• 化学式: C₁₅H₃₁NO
• 分子量: 241.417
• InChiKey: CLALPWOROHVSEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  正己醛 在 ammonium formate 作用下， 以 甲苯 为溶剂， 反应 40.0h， 生成 N-hexylnonanamide
  参考文献：
  名称：

  集成的多相金属/酶多中继催化，用于生态友好和不对称合成

  摘要：

  通常使用逐步转化来进行有机合成，其中通常需要在进一步反应之前分离和纯化关键中间体。本文中，我们公开了使用非均相金属和酶催化剂的组合，在一个锅中以生态友好和不对称方式合成有价值分子（例如胺和酰胺）的非均相金属/酶多重中继集成催化的概念。在此，可以在涉及多步催化串联操作的一锅法中引入试剂，催化剂和不同条件。开发了几种新颖的共催化中继序列（还原胺化/酰胺化，有氧氧化/还原胺化/酰胺化，还原胺化/动力学拆分和还原胺化/动态动力学拆分）。

  DOI：

  10.1021/acscatal.6b01031

文献信息

• Selective Palladium-Catalyzed Aminocarbonylation of Olefins to Branched Amides
  作者：Jie Liu、Haoquan Li、Anke Spannenberg、Robert Franke、Ralf Jackstell、Matthias Beller

  DOI：10.1002/anie.201605104

  日期：2016.10.17

  general and efficient protocol for iso‐selective aminocarbonylation of olefins with aliphatic amines has been developed for the first time. Key to the success for this process is the use of a specific 2‐phosphino‐substituted pyrrole ligand in the presence of PdX2 (X=halide) as a pre‐catalyst. Bulk industrial and functionalized olefins react with various aliphatic amines, including amino‐acid derivatives

  首次开发了使用脂肪族胺对烯烃进行异选择氨基羰基化的通用有效方法。该工艺成功的关键是在存在PdX 2（X =卤化物）作为前催化剂的情况下使用特定的2-膦基取代的吡咯配体。大量的工业化和官能化烯烃与各种脂肪胺（包括氨基酸衍生物）反应，通常以较高的收率（高达99％）和区域选择性（b / l高达99：1）得到相应的支链酰胺。
• Rh(I)-Catalyzed Hydroamidation of Olefins via Selective Activation of N–H Bonds in Aliphatic Amines
  作者：Kaiwu Dong、Xianjie Fang、Ralf Jackstell、Gabor Laurenczy、Yuehui Li、Matthias Beller

  DOI：10.1021/jacs.5b02218

  日期：2015.5.13

  Hydroamidation of olefins constitutes an ideal, atom-efficient method to prepare carboxylic amides from easily available olefins, CO, and amines. So far, aliphatic amines are not suitable for these transformations. Here, we present a ligand- and additive-free Rh(I) catalyst as solution to this problem. Various amides are obtained in good yields and excellent regioselectivities. Notably, chemoselective

  烯烃的加氢酰胺化是一种理想的、原子效率高的方法，可以从容易获得的烯烃、CO 和胺类制备羧酰胺。到目前为止，脂肪胺不适合这些转化。在这里，我们提出了一种不含配体和添加剂的 Rh(I) 催化剂来解决这个问题。以良好的产率和优异的区域选择性获得了各种酰胺。值得注意的是，脂肪胺的化学选择性酰胺化发生在芳香胺和醇的存在下。机理研究表明，Rh-酰基物质的存在是所提出的 Rh(I)-催化循环中选择性和限速步骤的关键中间体。
• [EN] SYNTHESIS OF AMIDES AND AMINES FROM ALDEHYDES OR KETONES BY HETEROGENEOUS METAL CATALYSIS<br/>[FR] SYNTHÈSE D'AMIDES ET D'AMINES À PARTIR D'ALDÉHYDES OU DE CÉTONES PAR CATALYSE MÉTALLIQUE HÉTÉROGÈNE
  申请人：CÓRDOVA ARMANDO

  公开号：WO2016096905A1

  公开（公告）日：2016-06-23

  This invention concerns the first mild and efficient synthesis of primary amines and amides from aldehydes or ketones using a heterogeneous metal catalystand amine donor. The initial heterogeneous metal- catalyzed reaction between the carbonyl and the amine donor components is followed up with the addition of a suitable acylating agent component in one-pot. Hence, the present invention provides a novel catalytic one-pot three-component synthesis of amides. Moreover, the integration of enzyme catalysis allows for eco-friendly one-pot co-catalytic synthesis ofamides from aldehyde and ketone substrates, respectively. The process can be applied to the co-catalytic one-pot three-component synthesis of capsaicin and its analogues from vanillin or vanillyl alcohol. It can also be applied for asymmetric synthesis. In the present invention, a novel co-catalytic reductive amination/dynamic kinetic resolution (dkr) relay sequence for the asymmetric synthesis of optically active amides from ketones is disclosed. Moreover, implementation of a catalytic reductive amination/kinetic resolution (kr) relay sequence produces the corresponding optically active amide product and optical active primary amine product with the opposite stereochemistry from the starting ketones.

  这项发明涉及使用异质金属催化剂和胺供体从醛或酮中合成一级胺和酰胺的第一种温和高效方法。首先是醛和酰胺供体组分之间的初始异质金属催化反应，随后在同一反应体系中加入合适的酰化剂组分。因此，该发明提供了一种新颖的催化一锅法三组分合成酰胺的方法。此外，酶催化的整合使得从醛和酮底物中环保的一锅法共催化合成酰胺成为可能。该过程可应用于从香草醛或香草醇合成辣椒素及其类似物的共催化一锅法三组分合成，也可用于不对称合成。在本发明中，揭示了一种新颖的共催化还原胺/动力学拆分（dkr）继发序列，用于从酮中不对称合成光学活性酰胺。此外，实施一种催化还原胺/动力学拆分（kr）继发序列可产生相应的光学活性酰胺产物和起始酮的相反立体化学的光学活性一级胺产物。
• Continuous-flow dehydrative amidation between carboxylic acids and amines using modified mixed metal oxides as solid acid catalysts
  作者：Haruro Ishitani、Kota Takeno、Masahiro Sasaya、Shū Kobayashi

  DOI：10.1039/d3cy00937h

  日期：——

  Dehydrative amidation reactions under continuous-flow conditions with solid acid catalysts were investigated. High performance molybdenum oxide-supported Zr–Sn mixed metal oxides were applied in reactions between aliphatic carboxylic acids and aliphatic amines, and the desired amides and cyclic imides were obtained in high yields with sufficient space–time yields.

  研究了在连续流动条件下使用固体酸催化剂的脱水酰胺化反应。将高性能氧化钼负载Zr-Sn混合金属氧化物应用于脂肪族羧酸和脂肪族胺之间的反应，以高产率和足够的时空收率获得了所需的酰胺和环状酰亚胺。
• RESIN COMPOSITION
  申请人：Zeon Corporation

  公开号：EP1903074A1

  公开（公告）日：2008-03-26

  A resin composition comprising alicyclic structure-containig polymer such as additional copolymer with monomer having norbornene structure and ethylene, hydrogenated product of ring-opening polymer with monomer having norbornene structure, and aromatic ring-hydrogenated product of copolymer with styrene and isoprene; and piperidine derivatives such as N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformyl-hexamethylenediamine and 4-(formyl amino)-2,2,6,6-tetramethyl piperidine.

  一种树脂组合物，包括含脂环结构的聚合物，如降冰片烯结构单体与乙烯的附加共聚物、降冰片烯结构单体开环聚合物的氢化产物、苯乙烯与异戊二烯共聚物的芳香环氢化产物；哌啶衍生物，如 N,N'-双（2,2,6,6-四甲基-4-哌啶基）-N,N'-二甲酰基六甲基二胺和 4-（甲酰氨基）-2,2,6,6-四甲基哌啶。