1-(3-苯基丁-3-烯基)哌啶 | 109933-22-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(3-苯基丁-3-烯基)哌啶
• 英文名称: 1-(3-Phenyl-3-butenyl)piperidine
• 英文别名: 1-(3-phenylbut-3-enyl)piperidine；1-(3-phenylbut-3-en-1-yl)piperidine；1-(3-Phenyl-but-3-enyl)-piperidin
• CAS: 109933-22-4
• 化学式: C₁₅H₂₁N
• 分子量: 215.338
• InChiKey: GAQSYGTUTSTKLV-UHFFFAOYSA-N

物化性质

• 沸点：
  331.7±31.0 °C(Predicted)
• 密度：
  0.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(3-苯基丁-3-烯基)哌啶 以 正己烷 为溶剂， 以84%的产率得到1-Aza-7-methyl-7-phenylbicyclo<4.3.0>nonane
  参考文献：
  名称：

  Photocyclization of 4-(dialkylamino)-2-aryl-1-butenes

  摘要：

  Irradiation of 4-(dialkylamino)-2-aryl-1-butenes gave cyclization products, 3-methyl-3-arylpyrrolidines, in high yields. These styrylamines formed fluorescent intramolecular exciplexes, but studies based on Stern-Volmer quenching for the fluorescence and the photoreaction suggested that the emissive exciplexes did not participate in the photoreaction.

  DOI：

  10.1021/jo00037a017
• 作为产物：
  描述：

  哌啶 、 alkaline earth salt of/the/ methylsulfuric acid 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 3.0h， 生成 1-(3-苯基丁-3-烯基)哌啶
  参考文献：
  名称：

  Synthesis of Pharmacologically Relevant Indoles with Amine Side Chains via Tandem Hydroformylation/Fischer Indole Synthesis

  摘要：

  The sequence of hydroformylation and Fischer indole synthesis starting from amino olefins and aryl hydrazines is described. In a convergent manner, the two units bearing pharmacologically relevant substituents are assembled in the final indolization step. This modular and diversity-oriented approach to tryptamines and homotryptamines can be conducted in water and allows synthesis of branched and nonbranched tryptamines as well as tryptamine-based pharmaceuticals such as the 5-HT1D agonist L 775 606.

  DOI：

  10.1021/jo050464l

文献信息

• Visible-light photoredox-promoted desilylative allylation of α-silylamines: An efficient route to synthesis of homoallylic amines
  作者：Lulu Fan、Fukun Cheng、Tingting Zhang、Guoxing Liu、Jinwei Yuan、Pu Mao

  DOI：10.1016/j.tetlet.2021.153357

  日期：2021.9

  desilylative allylation of α-silylamines with allylic sulfones is described. A variety of α-silylamines derived from anilines, cyclic and acyclic alkyl amines reacted with a serious of mono or disubstituted allylic sulfones well to provide homollylic amines in good to high yields under very mild reaction conditions.

  描述了通过可见光光氧化还原促进 α-甲硅烷基胺与烯丙基砜的去甲硅烷基化烯丙基化，轻松有效地合成高烯丙基胺。衍生自苯胺、环状和无环烷基胺的各种α-甲硅烷基胺与一系列单或二取代的烯丙基砜很好地反应，在非常温和的反应条件下以良好到高产率提供均烯丙基胺。
• The Reaction of Formaldehyde and Secondary Amines with Some Olefins
  作者：G. F. Hennion、Charles C. Price、Vernon C. Wolff

  DOI：10.1021/ja01622a057

  日期：1955.9
• US4473630A
  申请人：——

  公开号：US4473630A

  公开（公告）日：1984-09-25
• US5015551A
  申请人：——

  公开号：US5015551A

  公开（公告）日：1991-05-14
• Synthesis of Pharmacologically Relevant Indoles with Amine Side Chains via Tandem Hydroformylation/Fischer Indole Synthesis
  作者：Axel M. Schmidt、Peter Eilbracht

  DOI：10.1021/jo050464l

  日期：2005.7.1

  The sequence of hydroformylation and Fischer indole synthesis starting from amino olefins and aryl hydrazines is described. In a convergent manner, the two units bearing pharmacologically relevant substituents are assembled in the final indolization step. This modular and diversity-oriented approach to tryptamines and homotryptamines can be conducted in water and allows synthesis of branched and nonbranched tryptamines as well as tryptamine-based pharmaceuticals such as the 5-HT1D agonist L 775 606.