1-methyl-4[(E)-2-phenylethenyl]piperazine | 1312937-59-9

• 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: 1-methyl-4[(E)-2-phenylethenyl]piperazine
• 英文别名: (E)-1-methyl-4-styrylpiperazine；(E)-1-methyl-4-(2-phenethenyl)piperazine；1-methyl-4-[(E)-2-phenylethenyl]piperazine
• CAS: 1312937-59-9
• 化学式: C₁₃H₁₈N₂
• 分子量: 202.299
• InChiKey: AWUUNRQBHNLOIH-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 、 苯乙炔 在 乙二醇 作用下， 反应 8.0h， 以91%的产率得到1-methyl-4[(E)-2-phenylethenyl]piperazine
  参考文献：
  名称：

  氢键促进炔烃的无金属加氢胺化

  摘要：

  描述了炔烃的原始无金属区域和立体选择性分子间加氢胺化。在乙二醇作为溶剂的存在下，从芳基乙炔和脂肪族仲胺获得各种 (E)-烯胺。后者被认为通过氢键和质子交换在机制中起主要作用。

  DOI：

  10.1055/s-0039-1690988

文献信息

• Substituted 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridin-2-ylamine Compounds and Their Use for Producing Drugs
  申请人：Frank Robert

  公开号：US20080300256A1

  公开（公告）日：2008-12-04

  Substituted 5,6,7,8-tetrahydro-imidazo[1,2-a]pyridin-2-ylamine compounds corresponding to formula I, methods for the preparation thereof, pharmaceutical compositions containing said compounds, the use of said compounds for preparing pharmaceutical compositions and related treatment methods.

  替代5,6,7,8-四氢咪唑[1,2-a]吡啶-2-胺化合物的公式I，其制备方法，含有该化合物的药物组合物，使用该化合物制备药物组合物以及相关治疗方法。
• Rhodium-Catalyzed anti-Markovnikov Addition of Secondary Amines to Arylacetylenes at Room Temperature
  作者：Kazunori Sakai、Takuya Kochi、Fumitoshi Kakiuchi

  DOI：10.1021/ol201453h

  日期：2011.8.5

  An efficient method for synthesis of E-enamines by the anti-Markovnikov addition of secondary amines to terminal alkynes is described. The reaction of a variety of aryl- and heteroarylacetylenes proceeded at room temperature using a combination of a 8-quinolinolato rhodium complex and P(p-MeOC6H4)(3) as a catalyst. The products were obtained as enamines by simple bulb-to-bulb distillation.
• Efficient and Selective Synthesis of<i>E</i>-Vinylamines<i>via</i>Tungsten(0)-Catalyzed Hydroamination of Terminal Alkynes
  作者：Paulina Kocięcka、Izabela Czeluśniak、Teresa Szymańska-Buzar

  DOI：10.1002/adsc.201400568

  日期：2014.11.3

  AbstractThe hydroamination of terminal alkynes (RCCH=phenylacetylene, 4‐methylphenylacetylene, 4‐fluorophenylacetylene, 1‐hexyne, methyl 2‐propynyl ether, prop‐2‐yn‐1‐ol) with secondary amines (piperidine, pyrrolidine, morpholine, piperazine, methylpiperazine, 4‐methylpiperidine and 3‐methylpiperidine) was achieved in high yield (up to 99%), regioselectivity (only anti‐Markovnikov product) and stereoselectivity (only E‐isomers) within a maximum of 5 h in reactions catalyzed by the tungsten tetracarbonyl complex cis‐[W(CO)4(piperidine)2] at 90 °C without any additional solvent.magnified image
• US7829568B2
  申请人：——

  公开号：US7829568B2

  公开（公告）日：2010-11-09
• Hydrogen-Bond-Promoted Metal-Free Hydroamination of Alkynes
  作者：Janet Bahri、Nour Tanbouza、Thierry Ollevier、Marc Taillefer、Florian Monnier

  DOI：10.1055/s-0039-1690988

  日期：2019.11

  An original metal-free regio- and stereoselective intermolecular hydroamination of alkynes is described. Various (E)-enamines were obtained from arylacetylenes and aliphatic secondary amines in the presence of ethylene glycol as a solvent. The latter is assumed to play a major role in the mechanism through hydrogen bonding and proton exchange.

  描述了炔烃的原始无金属区域和立体选择性分子间加氢胺化。在乙二醇作为溶剂的存在下，从芳基乙炔和脂肪族仲胺获得各种 (E)-烯胺。后者被认为通过氢键和质子交换在机制中起主要作用。