N-Cyclohexyliden-allyl-amin | 6115-03-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-Cyclohexyliden-allyl-amin
• 英文别名: N-Allyl-cyclohexylidenamin；N-(Prop-2-en-1-yl)cyclohexanimine；N-prop-2-enylcyclohexanimine
• CAS: 6115-03-3
• 化学式: C₉H₁₅N
• 分子量: 137.225
• InChiKey: WDILINWMRMGGIV-UHFFFAOYSA-N

物化性质

• 沸点：
  176.9±19.0 °C(Predicted)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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-Cyclohexyliden-allyl-amin 在 CrNaY 作用下， 以8%的产率得到5,6,7,8-四氢喹啉
  参考文献：
  名称：

  Investigation of unsaturated amines. 20. Heteroaromatization of azaolefins in the presence of metal-zeolite catalysts

  摘要：

  DOI：

  10.1007/bf00949638
• 作为产物：
  描述：

  环己酮 、 丙烯胺 在 sulfonic acid supported on hydroxyapatite-γ-Fe2O3 作用下， 以 乙醇 为溶剂， 生成 N-Cyclohexyliden-allyl-amin
  参考文献：
  名称：

  Sulfonic acid supported on hydroxyapatite-encapsulated-γ-Fe2O3 nanocrystallites as a magnetically separable catalyst for one-pot reductive amination of carbonyl compounds

  摘要：

  开发了一种新的环境友好型方法，通过室温下在一锅法反应中使用硼氢化钠还原胺化羰基化合物，结合磁性可回收的磺酸基团负载于羟基磷灰石包覆的γ-Fe2O3（γ-Fe2O3@HAP-SO3H）来制备二级或三级胺。催化剂可通过外加磁场轻松从反应混合物中分离，并可重复使用六次而不会显著降低催化活性。

  DOI：

  10.1039/c1gc15470b

文献信息

• An Imine Addition/Ring-Closing Metathesis Approach to the Spirocyclic Core of Halichlorine and Pinnaic Acid
  作者：Dennis L. Wright、James P. Schulte、Melissa A. Page

  DOI：10.1021/ol005903b

  日期：2000.6.1

  [reaction: see text] An approach to the spirocyclic core of halichlorine and pinnaic acid has been designed around an imine allylation/ring-closing metathesis sequence. This sequence has been used to generate several azabicylo[n.5] model systems. A newly reported metathesis catalyst was show to be highly effective for cyclization of these systems.

  [反应：见正文]已围绕亚胺烯丙基化/闭环复分解序列设计了盐酸盐和松果酸螺环核心的方法。此序列已用于生成多个azabicylo [n.5]模型系统。新报道的复分解催化剂显示出对于这些系统的环化非常有效。
• Direct and Stereoselective Synthesis of Diversely Substituted 2,4-<i>trans</i>-(NH)-Pyrrolidines by Copper(I)-Catalyzed Radical Cyclization at Low Temperature
  作者：Ram N. Ram、Dharmendra Kumar Gupta

  DOI：10.1002/adsc.201600844

  日期：2016.10.20

  applications of the products in the preparation of useful 4‐chloro‐NH‐pyrrole in a single step, has also been demonstrated. A quick, mild and general method involving simple addition of trichloroacetic acid/dimethyl sulfoxide (CCl3CO2H‐DMSO) solution to readily accessible N‐allylaldimines and ketimines tolerating acid‐sensitive and highly deactivating substituents was developed to access the amine precursors.

  这项工作描述了带有未保护的NH-基团的β-卤代乙基烯丙基胺在铜（I）催化下的自由基环化成功，同时保持了催化剂的氧化还原活性。环化在0°C时发生区域和非对映选择性，并直接以高分离产率提供不同取代的1,3-反式-（NH）-吡咯烷。提出了庞大的铜络合物参与环化步骤，这可能是非对映选择性的可能原因。还证明了该产品在一步制备有用的4-氯-NH-吡咯中的合成应用。一种快速，温和且通用的方法，包括将三氯乙酸/二甲亚砜（CCl 3 CO 2 H-DMSO）溶液简单地添加到易于获取的N中开发了可耐受酸敏感性和高度失活的取代基的烯丙醛和酮亚胺，以获取胺前体。
• The synthesis of spirocyclic compounds by regiospecific palladium catalysed cyclisation reactions
  作者：Ronald Grigg、Visuvanathar Sridharan、Paul Stevenson、Sukanthini Sukirthalingam

  DOI：10.1016/s0040-4020(01)81034-6

  日期：1989.1

  Enamides derived from o-iodobenzoic acid and Z-3-bromoacrylic acid undergo regiospecific palladium catalysed exo-trig cyclisation onto a proximate alkene to give spirocyclic products in good to excellent yield. Double bond isomerisation in the product is not usually observed and is retarded by the addition of tetraethylammonium chloride which also allows the reaction to be carried out under milder

  衍生自邻碘苯甲酸和Z-3-溴丙烯酸的酰胺经过区域特异性钯催化的exo-trig环化反应生成邻近的烯烃，以良好或优异的收率得到螺环产物。通常不观察到产物中的双键异构化，并且通过添加氯化四乙铵来阻止双键异构化，这也使得该反应可以在较温和的条件下进行。
• Reactions of thihalogenoacetic acids—IV
  作者：A. Łukasiewicz、J. Lesińska

  DOI：10.1016/s0040-4020(01)96944-3

  日期：1965.1

  The reaction of trichloro- and tribromoacetic acids with some ketimines has been investigated. It has been found that these acids react with the ketimines in an organic solvent with evolution of carbon dioxide and with the formation of α-(trihalogenomethyl)amine derivatives. The compounds obtained, when heated in alcohol undergo transformations, in the presence of water, with the formation of the corresponding

  已经研究了三氯乙酸和三溴乙酸与一些酮亚胺的反应。已经发现这些酸在有机溶剂中与酮亚胺反应，释放出二氧化碳并形成α-（三卤代甲基）胺衍生物。当在醇中加热时，获得的化合物在水的存在下经历转化，形成相应的α-卤代酰基胺和α-不饱和酰基胺作为最终产物。
• Schiff's base dichloroacetamides
  申请人：Stauffer Chemical Company

  公开号：US03931313A1

  公开（公告）日：1976-01-06

  Schiff's base dichloroacetamides having the formula ##EQU1## in which R.sub.1 is selected from the group consisting of alkenyl, alkyl, alkynyl and alkoxyalkyl; and R.sub.2 is selected from the group consisting of alkenyl-1, lower alkylimino, cyclohexenyl-1 and lower alkyl substituted cyclohexenyl-1. The compounds of this invention are useful as herbicidal antidotes.

  本发明提供的席夫碱二氯乙酰胺具有以下式子：##EQU1## 其中R.sub.1被选择为烯基，烷基，炔基和烷氧基烷基等基团之一; R.sub.2被选择为烯基-1，较低的烷基亚胺，环己烯基-1和较低的烷基取代的环己烯基-1等基团之一。这些化合物可用作除草剂解毒剂。