N-cyclohexyl-2-ethylbutan-1-imine | 57261-91-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-cyclohexyl-2-ethylbutan-1-imine
• 英文别名: cyclohexyl-(2-ethyl-butylidene)-amine；(1E)-N-Cyclohexyl-2-ethylbutan-1-imine
• CAS: 57261-91-3
• 化学式: C₁₂H₂₃N
• 分子量: 181.321
• InChiKey: NPKYRWSNQOIHPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-cyclohexyl-2-ethylbutan-1-imine 在 盐酸 作用下， 生成 2,2-diethylhexanal
  参考文献：
  名称：

  Cuvigny,T.; Normant,H., Organometallics in Chemical Synthesis, 1971, vol. 1, p. 237 - 247

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙基丁醛 、 环己胺 在 magnesium sulfate 作用下， 以 乙醚 为溶剂， 生成 N-cyclohexyl-2-ethylbutan-1-imine
  参考文献：
  名称：

  Aminomethylation Reaction of ortho-Pyridyl C–H Bonds Catalyzed by Group 3 Metal Triamido Complexes

  摘要：

  Tris[N,N-bis(trimethylsilyl)amido] complexes of group 3 metals, especially yttrium and gadolinium, served as catalysts for ortho-C-H bond addition of pyridine derivatives and N-heteroaromatics into the C=N double bond of nonactivated imines to afford the corresponding aminomethylated products. Addition of catalytic amounts of secondary amines, such as dibenzylamine, dramatically improved the catalytic activity through the formation of a mixed ligated complex such as [(Me3Si)2N](2)Y(NBn2)(THF) (4). Furthermore, kinetic studies using the isolated complex 4 provided a plausible reaction mechanism by which coordination of two pyridine derivatives afforded a penta-coordinated species as a key step.

  DOI：

  10.1021/ja511964k

文献信息

• Intramolekulare reaktionen von alkylcarbenen
  作者：W. Kirmse、G. Wächtershäuser

  DOI：10.1016/0040-4020(66)80102-3

  日期：1966.1

  Various branched alkylcarbenes have been generated by alkaline decomposition of the corresponding tosylhydrazones. The intramolecular insertion reactions of these carbenes (formation of cyclopropanes) proceed with appreciable discrimination which depends strongly on steric effects. The product ratios are consistently explained by a transition state with approximately planar (eclipsed) configuration

  通过相应的甲苯磺酰hydr的碱分解已经产生了各种支链的烷基卡宾。这些卡宾的分子内插入反应（环丙烷的形成）进行明显的区分，这很大程度上取决于空间效应。产物比率始终由具有卡宾-碳和碳-氢键的近似平面（偏光）构型的过渡态来解释。烷基卡宾的选择性随摩尔的增加而增加。重量
• <i>Ortho</i> ‐C–H addition of 2‐substituted pyridines with alkenes and imines enabled by mono(phosphinoamido)‐rare earth complexes
  作者：Hailong Lin、Yongrui Li、Jinyu Wang、Mei Zhang、Tao Jiang、Jing Li、Yanhui Chen

  DOI：10.1002/aoc.6345

  日期：2021.10

  with nonpolar alkenes and polar imines. Upon treatment with one equiv. of borate reagent B(C6F5)3 or [Ph3C][B(C6F5)4], complex NP1-Sc can act as an efficient catalyst for ortho-C–H alkylation of pyridines towards alkenes. In the presence of 1:1 mixed secondary amine of HN (SiMe3)2 and HNBn2, complex NP2-Gd can catalyze ortho-C–H addition of pyridines towards imines, effectively. A wide range of substrates

  我们在此报告了单（膦酰氨基）-连接的稀土配合物在吡啶与非极性烯烃和极性亚胺的邻位-C-H 官能化中的特殊催化性能。用一当量治疗。硼酸盐试剂 B(C 6 F 5 ) 3或 [Ph 3 C][B(C 6 F 5 ) 4 ]，配合物NP1-Sc可以作为吡啶邻位-C-H 烷基化生成烯烃的有效催化剂。在 HN (SiMe 3 ) 2和 HNBn 2的 1:1 混合仲胺存在下，络合物NP2-Gd可以催化吡啶与亚胺的邻位-C-H加成有效。对多种底物进行催化，以良好的产率和优异的区域选择性和化学选择性一步合成各种邻-烷基化和邻-氨基烷基化吡啶衍生物。
• Etude des aldimines lithiees
  作者：Jean-Francois Le Borgne

  DOI：10.1016/s0022-328x(00)80603-8

  日期：1976.12

  Aldimines are conveniently metallated, at a position α to the functional group, by using very powerful bases i.e. activated lithium dialkylamides generated in situ from lithium and a secondary amine in benzene/hexamethylphosphoric triamide. The anions obtained are alkylated with various ω,ω′-dihalogenoalkanes to give, after aqueous acid hydrolysis, good yields of ω-halogenated aldehydes and dialdehydes

  通过使用非常强大的碱，即由锂和仲胺在苯/六甲基磷三酰胺中原位生成的活化的二烷基酰胺化锂，可以方便地在官能团的位置α处将金属亚胺金属化。酸水解后，所得的阴离子用各种ω，ω'-二卤代烷烃烷基化，可得到ω-卤代醛和二醛的良好收率。
• Cuvigny,T.; Normant,H., Bulletin de la Societe Chimique de France, 1970, p. 3976 - 3980
  作者：Cuvigny,T.、Normant,H.

  DOI：——

  日期：——