3,3-dimorpholino-2-ethoxy-1-propene | 104823-47-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 3,3-dimorpholino-2-ethoxy-1-propene
• 英文别名: 2-ethoxy-3,3-dimorpholinoprop-1-ene；4-(2-ethoxy-1-morpholin-4-ylprop-2-enyl)morpholine
• CAS: 104823-47-4
• 化学式: C₁₃H₂₄N₂O₃
• 分子量: 256.345
• InChiKey: YSLWFWIKKODBMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  34.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-乙氧基丙-2-烯醛 、 N-(三甲基硅基)吗啉 以76%的产率得到
  参考文献：
  名称：

  BOPOHKOB, M. G.;KEJKO, N. A.;KUZNETSOVA, T. A.;KALIXMAN, N. D.;RULEV, A. +, METALLOORGAN. XIMIYA, 2,(1989) N, S. 306-309

  摘要：

  DOI：

文献信息

• KEJKO, N. A.;RULEV, A. YU.;KALIXMAN, I. D.;VORONKOV, M. G., IZV. AN CCCP. CEP. XIM., 1985, N 11, 2610-2612
  作者：KEJKO, N. A.、RULEV, A. YU.、KALIXMAN, I. D.、VORONKOV, M. G.

  DOI：——

  日期：——
• Condensation of ?-ethoxyacrolein with secondary amines
  作者：N. A. Keiko、A. Yu. Rulev、I. D. Kalikhman、M. G. Voronkov

  DOI：10.1007/bf00956815

  日期：1985.11
• Microwave-initiated hydroamination of 2-ethoxypropenal with secondary amines
  作者：N. A. Keiko、E. A. Verochkina、L. I. Larina

  DOI：10.1134/s1070428011120025

  日期：2011.12

  Reactions of 2-ethoxyprop-2-enal with cycloaliphatic secondary amines (morpholine, piperidine, pyrrolidine) follow 1,4- or 1,2-addition pattern with subsequent condensation of the adduct with the initial amine to produce isomeric 2-ethoxyprop-2-ene-1,1-diamines and 2-ethoxyprop-1-ene-1,3-diamines. These reactions are accelerated by a factor of 15-30 under microwave irradiation and in the presence of water. The regioselectivity of primary nucleophilic attack varies over a wide range, depending on the amine basicity and reactant ratio. The reaction of 2-ethoxyprop-2-enal with pyrrolidine and water at a ratio of 1 : 10 : 10 was characterized by increased regioselectivity of 1,4-addition (up to 75%). Unlike cycloaliphatic amines, 2-ethoxyprop-2-enal reacted with N-methylaniline under microwave irradiation at a lower rate to give 2-ethoxy-N-1,N-1,N-3-trimethyl-N-1,N-1,N-3-triphenylpropane-1,1,3-triamine.