ethyl 3-phenyl-3-piperidinopropanoate | 120173-16-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-phenyl-3-piperidinopropanoate
• 英文别名: 1-piperidino-1-phenylpropanoate；3-phenyl-3-piperidino-propionic acid ethyl ester；3-Phenyl-3-piperidino-propionsaeure-aethylester；β-Piperidino-hydrozimtsaeure-aethylester；Ethyl 3-phenyl-3-(piperidin-1-YL)propanoate；ethyl 3-phenyl-3-piperidin-1-ylpropanoate
• CAS: 120173-16-2
• 化学式: C₁₆H₂₃NO₂
• mdl: MFCD20081494
• 分子量: 261.364
• InChiKey: WTRSETHGBYJVQN-UHFFFAOYSA-N

物化性质

• 沸点：
  361.5±30.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.562
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  哌啶 、 肉桂酸乙酯 以 乙腈 为溶剂， 35.0 ℃ 、800.0 MPa 条件下， 反应 48.0h， 以89%的产率得到ethyl 3-phenyl-3-piperidinopropanoate
  参考文献：
  名称：

  Matsumoto, Kiyoshi; Hashimoto, Shiro; Uchida, Takane, Chemische Berichte, 1989, vol. 122, p. 1357 - 1364

  摘要：

  DOI：

文献信息

• ZrOCl2·8H2O on montmorillonite K10 accelerated conjugate addition of amines to α,β-unsaturated alkenes under solvent-free conditions
  作者：Mohammed M. Hashemi、Bagher Eftekhari-Sis、Amir Abdollahifar、Behzad Khalili

  DOI：10.1016/j.tet.2005.10.006

  日期：2006.1

  At room temperature, ZrOCl2·8H2O on montmorillonite K10 efficiently catalyzes conjugate addition of amines to a variety of conjugated alkenes such as α,β-unsaturated carbonyl compounds, carboxylic esters, nitriles and amides under solvent-free conditions. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency.

  在室温下，在无溶剂条件下，蒙脱石K10上的ZrOCl 2 ·8H 2 O有效地催化了胺与各种共轭烯烃（如α，β-不饱和羰基化合物，羧酸酯，腈和酰胺）的共轭加成反应。催化剂可以再循环用于随后的反应，而没有任何明显的效率损失。
• High-Pressure Induced Domino-Horner-Wadsworth-Emmons (HWE) - Michael Reactions
  作者：Senay Has-Becker、Kerstin Bodmann、Reinhard Kreuder、Gabriella Santoni、Tobias Rein、Oliver Reiser

  DOI：10.1055/s-2001-16786

  日期：——

  A new protocol for the alkenylation of carbonyl compounds with phosphonates (Horner-Wadsworth-Emmons reaction) is described. Aldehydes react with phosphonates already at room temperature in the presence of triethylamine without further activation by Lewis-acids if high-pressure (8 kbar) is applied to the system. Based on this protocol a domino process was developed combining the HWE reaction with a Michael reaction, thus allowing the one-pot synthesis of β-amino esters, β-thio esters or β-thio nitriles.

  本文介绍了羰基化合物与膦酸盐发生烯化反应（Horner-Wadsworth-Emmons 反应）的新方案。如果在体系中施加高压（8 kbar），醛与膦酸盐在室温下就能在三乙胺存在下发生反应，而无需路易斯酸进一步活化。在此基础上，我们开发了一种多米诺工艺，将 HWE 反应与迈克尔反应相结合，从而实现了 δ-氨基酯、δ-硫代酯或δ-硫代腈纶的一次合成。
• The Addition of Saturated Heterocyclic Amines to Cinnamate Esters
  作者：C. B. Pollard、G. C. Mattson

  DOI：10.1021/ja01597a062

  日期：1956.8
• Zinc-Mediated Allylation and Alkylation of Aminals in the Presence of TMSCl and Diisopropylamine
  作者：Bunpei Hatano、Keita Nagahashi、Tatsuro Kijima

  DOI：10.1021/jo8019797

  日期：2008.11.21

  An alkylation of aminals with organozinc reagents derived from allyl bromide, benzyl bromide, alpha-bromoacetate, and alpha-bromonitrile proceeded efficiently in the presence of TMSCl and diisopropylamine. This reaction system was applied to the synthesis of an antispasmodic: butaverine.
• Matloubi Moghaddam, Firouz; Mohammadi, Mohsen; Hosseinnia, Azarmidocht, Synthetic Communications, 2000, vol. 30, # 4, p. 643 - 650
  作者：Matloubi Moghaddam, Firouz、Mohammadi, Mohsen、Hosseinnia, Azarmidocht

  DOI：——

  日期：——