Benzyl-[2-ethyl-but-(E)-ylidene]-amine | 934022-83-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzyl-[2-ethyl-but-(E)-ylidene]-amine
• CAS: 934022-83-0
• 化学式: C₁₃H₁₉N
• 分子量: 189.301
• InChiKey: OJNPHJPQJIIUHT-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  Benzyl-[2-ethyl-but-(E)-ylidene]-amine 在 samarium diiodide 、 四甲基乙二胺 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 N-benzyl-2-ethylbutan-1-amine
  参考文献：
  名称：

  SmI2 / H2O /胺介导的THF瞬时减少。

  摘要：

  SmI（2）介导的酮，亚胺和α，β-不饱和酯的还原反应已显示在THF中存在H（2）O和胺的情况下是瞬时的。通过添加H（2）O和胺，不仅显示出SmI（2）介导的还原反应快速，定量，而且简化了后处理程序。与SmI（2）/ H（2）O /胺进行的竞争性实验证实，在存在酮或亚胺的情况下，α，β-不饱和酯可被选择性还原。比较类似的配体表明，在这些还原中，氮和磷配体优于氧和硫配体。三烷基膦1,2-双（二甲基膦基）乙烷（DMPE）提供了主要的动力学同位素效应，得出ak（H）/ k（D）为4.5。

  DOI：

  10.1002/chem.200390129
• 作为产物：
  描述：

  2-乙基丁醛 、 苄胺 在 silica gel 作用下， 以 乙醇 为溶剂， 以94%的产率得到Benzyl-[2-ethyl-but-(E)-ylidene]-amine
  参考文献：
  名称：

  Eco-friendly synthesis of imines by ultrasound irradiation

  摘要：

  A series of imines was synthesized by an ultrasound-assisted reaction of aldehydes and primary amines using silica as the promoter. Products were obtained in high yields even in large scale synthesis. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.014

文献信息

• Thiourea-Catalyzed Enantioselective Hydrophosphonylation of Imines:  Practical Access to Enantiomerically Enriched α-Amino Phosphonic Acids
  作者：Guy D. Joly、Eric N. Jacobsen

  DOI：10.1021/ja0494398

  日期：2004.4.1

  Chiral thiourea 1b catalyzes the highly enantioselective hydrophosphonylation of a wide range of N-benzyl imines. The hydrophosphonylation products are readily deprotected by hydrogenolysis, providing access to free alpha-amino phosphonic acids in highly enantioenriched form.
• Synthesis of azetidines by electrophilic selenium-induced cyclization of homoallylic benzylamines
  作者：Bénédicte Berthe、Francis Outurquin、Claude Paulmier

  DOI：10.1016/s0040-4039(97)00028-2

  日期：1997.2

  Homoallyl benzylamines, prepared by allylation of the corresponding N-benzylimines, have been subjected to a selenium-induced cyclization under various conditions. At room temperature, the 4-exo and the 5-endo modes are competitive. In acetonitrile, the azetidine has been isolated as the major cyclization product, especially for homoallylamines derived from ketimines. With an excess of selenium reagent, 3-halopyrrolidines have been obtained. (C) 1997 Published by Elsevier Science Ltd.
• TITANIUM COMPOUND AND PROCESS FOR ASYMMETRIC CYANATION OF IMINES
  申请人：Seayad Abdul Majeed

  公开号：US20100185000A1

  公开（公告）日：2010-07-22

  The present invention relates to titanium catalysts for asymmetric synthesis reactions produced by bringing a reaction mixture obtained by contacting water and a titanium alkoxide into contact with an optically active ligand represented by the general formula (a), wherein R 1 , R 2 , R 3 , and R 4 are independently a hydrogen atom, an alkyl group, or the like, and A* represents a group with two or more carbon atoms having an asymmetric carbon atom or axial asymmetry. The invention further relates to a process for asymmetric cyanation of imines, wherein the process comprises reacting an imine with a cyanating agent in the presence of the titanium catalyst.