(R/S)-1-(3-phenylbutyl)piperidine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R/S)-1-(3-phenylbutyl)piperidine
• 英文别名: 1-(3-phenylbutyl)piperidine；N-(3-phenylbutyl)piperidine；1-(3-phenyl-butyl)-piperidine；1-(3-Phenyl-butyl)-piperidin
• 化学式: C₁₅H₂₃N
• 分子量: 217.354
• InChiKey: QHTPVLXBWRCWQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(3-苯基丁-3-烯基)哌啶 在 乙醇 、 镍 作用下， 生成 (R/S)-1-(3-phenylbutyl)piperidine
  参考文献：
  名称：

  The Reaction of Formaldehyde and Secondary Amines with Some Olefins

  摘要：

  DOI：

  10.1021/ja01622a057

文献信息

• Hydroaminomethylation with Novel Rhodium–Carbene complexes: An Efficient Catalytic Approach to Pharmaceuticals
  作者：Moballigh Ahmed、Cathleen Buch、Lucie Routaboul、Ralf Jackstell、Holger Klein、Anke Spannenberg、Matthias Beller

  DOI：10.1002/chem.200601155

  日期：2007.2.2

  3-dimesitylimidazole-2-ylidenes the novel [RhCl(cod)(carbene)] complexes 1-5 have been synthesized, characterized, and tested in the hydroaminomethylation of aromatic olefins. The influence of different ligands and reaction parameters on the catalytic activity was investigated in detail applying 1,1-diphenylethylene and piperidine as a model system. The scope and limitations of the novel catalysts is shown in the

  从[Rh（cod）Cl}（2）]和1,3-二甲基咪唑-2-亚烷基开始，已经合成，表征和测试了新型[RhCl（cod）（carbene）]配合物1-5芳族烯烃。以1，1-二苯基乙烯和哌啶为模型体系，详细研究了不同配体和反应参数对催化活性的影响。在制备16种具有生物活性的1-氨基-3,3-二芳基丙烯中显示了新型催化剂的范围和局限性。通常，获得了高的化学和区域选择性以及所需产物的良好产率。
• Efficient and Regioselective Ruthenium-catalyzed Hydro-aminomethylation of Olefins
  作者：Lipeng Wu、Ivana Fleischer、Ralf Jackstell、Matthias Beller

  DOI：10.1021/ja312271c

  日期：2013.3.13

  An efficient and regioselective ruthenium-catalyzed hydroaminomethlyation of olefins is reported. Key to success is the use of specific 2-phosphino-substituted imidazole ligands and triruthenium dodecacarbonyl as catalyst. Both industrially important aliphatic as well as various functionalized olefins react with primary and secondary amines to give the corresponding secondary and tertiary amines generally in high yields (up to 96%) and excellent regioselectivities (n/iso up to 99:1).
• Cascade Synthesis of Fenpiprane and Related Pharmaceuticals via Rhodium-Catalyzed Hydroaminomethylation
  作者：Shengkun Li、Kexuan Huang、Jiwen Zhang、Wenjun Wu、Xumu Zhang

  DOI：10.1021/ol303483t

  日期：2013.3.1

  A novel rhodium catalytic system with Naphos as ligand was developed for an efficient hydroaminomethylation of 1,1-diphenylethene under relatively mild conditions. This will allow for an atom-economic and environmentally benign synthesis of fenpiprane and related pharmaceuticals.
• Hydroaminomethylation of olefins using a rhodium carbene catalyst
  作者：Abdul Majeed Seayad、Kumaravel Selvakumar、Moballigh Ahmed、Matthias Beller

  DOI：10.1016/s0040-4039(03)00008-x

  日期：2003.2

  Hydroaminomethylation of terminal as well as internal aliphatic and aromatic olefins with various amines is described in the presence of [Rh(cod)(Imes)Cl] as a catalyst. In general good to excellent yields and high chemo selectivity were obtained in THF at 85-105degreesC using 0.1 mol% of catalyst. (C) 2003 Published by Elsevier Science Ltd.
• Amines Made Easily:  A Highly Selective Hydroaminomethylation of Olefins
  作者：Moballigh Ahmed、Abdul Majeed Seayad、Ralf Jackstell、Matthias Beller

  DOI：10.1021/ja030143w

  日期：2003.8.1

  A highly chemo- and regioselective hydroaminomethylation of simple as well as functionalized alpha-olefins using a cationic rhodium precatalyst together with Xantphos as ligand is reported. Studies of the influence of ligands and reaction conditions led to an unprecedented selective hydroaminomethylation procedure. The novel procedure constitutes an economically attractive and environmentally favorable synthesis of secondary and tertiary aliphatic amines.