ethyl 2-(piperidin-2-ylidene)propanoate | 96333-47-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ethyl 2-(piperidin-2-ylidene)propanoate
• 英文别名: ethyl 2-(2-piperidinylidene)propanoate；2-Piperidin-(2Z)-ylidene-propionic acid ethyl ester；ethyl (2Z)-2-piperidin-2-ylidenepropanoate
• CAS: 96333-47-0
• 化学式: C₁₀H₁₇NO₂
• 分子量: 183.25
• InChiKey: UELYEMHELSZOKZ-HJWRWDBZSA-N

物化性质

• 沸点：
  58 °C(Press: 0.05 Torr)
• 密度：
  1.013±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(piperidin-2-ylidene)propanoate 、 碘甲烷 反应 12.0h， 以60%的产率得到ethyl 2-<2-(3,4,5,6-tetrahydro-6H-pyridyl)>-2-methylpropanoate
  参考文献：
  名称：

  Eugene, Marina; Celerier, Jean-Pierre; Ronzani, Nello, Journal of Heterocyclic Chemistry, 1993, vol. 30, # 4, p. 985 - 988

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 7-azido-2-methyl-3-oxoheptanoate 在 三苯基膦 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以85%的产率得到ethyl 2-(piperidin-2-ylidene)propanoate
  参考文献：
  名称：

  Application of the intramolecular aza-Wittig reaction to the synthesis of vinylogous urethanes and amides

  摘要：

  DOI：

  10.1021/jo00225a066

文献信息

• Chemoselective Intramolecular Alkylation of the Blaise Reaction Intermediates: Tandem One-Pot Synthesis of <i>exo</i>-Cyclic Enaminoesters and Their Applications toward the Synthesis of <i>N</i>-Heterocyclic Compounds
  作者：Ju Hyun Kim、Hyunik Shin、Sang-gi Lee

  DOI：10.1021/jo201964a

  日期：2012.2.3

  The intramolecular alkylative reactivity and N/C selectivity of the various Blaise reaction intermediates, which are formed from the reaction of the Reformatsky reagents with omega-chloroalkyl nitriles, did not reach the synthetic potential as an entry to exo-cyclic enaminoesters. To circumvent this issue, various additives were investigated, among which the addition of NaHMDS dramatically enhanced the reactivity and N/C selectivity. This modification provided a highly efficient route for the synthesis of various N-fused heterocyclic compounds, as it requires only two steps from nitriles.
• Celerier, Jean-Pierre; Deloisy-Marchalant, Elisabeth; Lhommet, Gerard, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1633 - 1635
  作者：Celerier, Jean-Pierre、Deloisy-Marchalant, Elisabeth、Lhommet, Gerard

  DOI：——

  日期：——
• CELERIER, J. -P.;DELOISY-MARCHALANT, E.;LHOMMET, G., J. HETEROCYCL. CHEM., 1984, 21, N 6, 1633-1635
  作者：CELERIER, J. -P.、DELOISY-MARCHALANT, E.、LHOMMET, G.

  DOI：——

  日期：——
• Application of the intramolecular aza-Wittig reaction to the synthesis of vinylogous urethanes and amides
  作者：P. H. Lambert、M. Vaultier、R. Carrie

  DOI：10.1021/jo00225a066

  日期：1985.12
• Eugene, Marina; Celerier, Jean-Pierre; Ronzani, Nello, Journal of Heterocyclic Chemistry, 1993, vol. 30, # 4, p. 985 - 988
  作者：Eugene, Marina、Celerier, Jean-Pierre、Ronzani, Nello、Lhommet, Gerard

  DOI：——

  日期：——