N-octylpivalamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-octylpivalamide
• 英文别名: 2,2-dimethyl-N-octylpropanamide
• 化学式: C₁₃H₂₇NO
• 分子量: 213.363
• InChiKey: SPGLXSSGOSUARI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-octylpivalamide 在 萘 、 五氯化磷 、 lithium 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 3,3-Dimethyl-2-octylimino-1-phenylbutan-1-ol
  参考文献：
  名称：

  亚氨基酰氯作为制备掩蔽的酰基锂中间体的原料：合成应用

  摘要：

  通过亚化学计量的萘催化几种亚氨基酰氯5的锂化，然后与不同的亲电试剂反应，在水解后，根据反应条件，得到相应的亚胺衍生物6和9或胺7。通过用稀盐酸（对于N-芳基衍生物）或用硅胶（对于N-烷基衍生物）处理，将亚胺衍生物容易地转化成相应的酮。得到的羟基亚胺与LiAlH 4反应，得到相应的1，2-氨基醇，为单一的非对映异构体。当亚胺部分在原位时，发现相同的结果用锂还原。得到的1,2-氨基醇很容易转变成相应的1,3-恶唑烷11通过与反应段在酸性催化下-甲醛。

  DOI：

  10.1016/s0040-4020(98)83054-8
• 作为产物：
  描述：

  N-octylcyclohexanecarboxamide 在 sodium 2-methyl-2-adamantoxide 、 dichlorobis(dicyclohexylphosphinomethylpyridine)-ruthenium (II) 、 氢气 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 、 mineral oil 为溶剂， 20.0~160.0 ℃ 、8.0 MPa 条件下， 反应 48.0h， 生成 N-octylpivalamide
  参考文献：
  名称：

  Catalytic hydrogenation of unactivated amides enabled by hydrogenation of catalyst precursor

  摘要：

  A general method for catalytic hydrogenation of unactivated amides was achieved. During the catalyst induction period, a novel structural change was observed involving full hydrogenation of the interior unsaturated bonds of the pyridines of the Ru-containing catalyst precursor. Based on this observation, the mechanism of amide hydrogenation may involve a two-step pathway, wherein the Ru catalyst having an H-Ru-N-H functionality is generated in the first step, followed by the amide carbonyl group interacting with the outer, rather than the inner, sphere of the Ru catalyst. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.047

文献信息

• Rhodium-Catalyzed Oxidative Amidation of Sterically Hindered Aldehydes and Alcohols
  作者：Trang T. Nguyen、Kami L. Hull

  DOI：10.1021/acscatal.6b02541

  日期：2016.12.2

  has been developed with sterically hindered aldehydes and alcohols for the synthesis of amides containing a quaternary carbon at the α position. A variety of amine nucleophiles, both aliphatic and aromatic, are employed and afford the corresponding amides in good to excellent yields. Finally, mechanistic studies are performed to gain insight into both catalytic cycles.

  已经开发出铑与空间受阻的醛和醇催化的氧化酰胺化反应，以合成在α位含有季碳的酰胺。使用脂肪族和芳香族的多种胺亲核试剂，并以良好或优异的收率得到相应的酰胺。最后，进行机理研究以了解两个催化循环。
• Ligand, metal complex containing ligand, and reaction using metal complex containing ligand
  申请人：National University Corporation Nagoya University

  公开号：US09463451B2

  公开（公告）日：2016-10-11

  A hydrogen transfer reaction may be more efficiently promoted by using a metal complex represented by Formula (2): (wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, a substituted or unsubstituted alkyl group or the like; or wherein; R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group; R9 are the same or different, and each represents an alkyl group or cycloalkyl group; M is ruthenium (Ru) or the like; X is a ligand; and n is 0, 1 or 2). More specifically, the metal complex enables a hydrogenation reaction of various substrates having a stable carbonyl group or the like to be advanced with a high yield under mild conditions.

  一个氢转移反应可能通过使用由式（2）表示的金属配合物更有效地促进： （其中，R1至R8相同或不同，每个代表氢原子，取代或未取代的烷基基团或类似物；或其中；R1和R2，R2和R3，R3和R4，R4和R5，以及R5和R6分别相互连接以形成二价碳氢基团； R9相同或不同，每个代表烷基基团或环烷基基团； M为钌（Ru）或类似物； X为配体；以及 n为0、1或2）。 更具体地说，该金属配合物使具有稳定羰基团或类似物的各种底物的氢化反应在温和条件下高产率地进行。
• An Unconventional Reaction of 2,2-Diazido Acylacetates with Amines
  作者：Andreas P. Häring、Phillip Biallas、Stefan F. Kirsch

  DOI：10.1002/ejoc.201601625

  日期：2017.3.17

  discovered that 2,2-diazido acylacetates, a class of compounds with essentially unknown reactivity, can be coupled to amines through a new strategy that does not involve any reagents. 2,2-Diazido acetate is the unconventional leaving group under carbon–carbon bond cleavage. This reaction leads to the construction of amide bonds, tolerates various functionalities and is performed equally well in numerous

  我们发现 2,2-二叠氮基乙酰乙酸酯是一类具有基本未知反应性的化合物，可以通过一种不涉及任何试剂的新策略与胺偶联。2,2-二叠氮乙酸酯是碳-碳键断裂下的非常规离去基团。该反应导致酰胺键的构建，耐受各种官能度，并且在实验简单的条件下在多种溶剂中同样表现良好。我们还证明可以避免 2,2-二叠氮基酰基乙酸酯化合物的分离：在室温下在胺存在下用 (Bu4N)N3 和碘处理酰基乙酸酯时很容易碎裂。通过使用这种方法，具有各种结构基序的多种酰基乙酸酯被直接转化为酰胺。
• LIGAND, METAL COMPLEX CONTAINING LIGAND, AND REACTION USING METAL COMPLEX CONTAINING LIGAND
  申请人：NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITY

  公开号：US20160107151A1

  公开（公告）日：2016-04-21

  A hydrogen transfer reaction may be more efficiently promoted by using a metal complex represented by Formula (2): (wherein, R 1 to R 8 are the same or different, and each represents a hydrogen atom, a substituted or unsubstituted alkyl group or the like; or wherein; R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 4 and R 5 , and R 5 and R 6 are respectively bonded to each other to form a bivalent hydrocarbon group; R 9 are the same or different, and each represents an alkyl group or cycloalkyl group; M is ruthenium (Ru) or the like; X is a ligand; and n is 0, 1 or 2). More specifically, the metal complex enables a hydrogenation reaction of various substrates having a stable carbonyl group or the like to be advanced with a high yield under mild conditions.

  一种氢转移反应可以更有效地促进，通过使用由公式（2）表示的金属配合物：（其中，R1至R8相同或不同，每个代表氢原子，取代或未取代的烷基或类似物; 或其中; R1和R2，R2和R3，R3和R4，R4和R5以及R5和R6分别与彼此结合形成双价碳氢基; R9相同或不同，每个代表烷基或环烷基; M是钌（Ru）或类似物; X是配体; n为0，1或2）。更具体地说，该金属配合物使得具有稳定的羰基基团或类似物的各种底物的氢化反应可以在温和的条件下高产率地进行。
• RONCUCCI, R.;GILLET, G.;CORDI, A.;MARTENS, M.;ROBA, J.;NIEBES, P.;LAMBELL+
  作者：RONCUCCI, R.、GILLET, G.、CORDI, A.、MARTENS, M.、ROBA, J.、NIEBES, P.、LAMBELL+

  DOI：——

  日期：——