1-(4-cyano)phenyl-3-morpholinopropen-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-cyano)phenyl-3-morpholinopropen-1-one
• 英文别名: 1-(4-Cyanophenyl)-3-morpholino-propen-1-one；4-[(E)-3-morpholin-4-ylprop-2-enoyl]benzonitrile
• 化学式: C₁₄H₁₄N₂O₂
• 分子量: 242.277
• InChiKey: HDKQWFRRMBZBOO-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-cyano)phenyl-3-morpholinopropan-1-one 在 氧气 作用下， 以 甲醇 为溶剂， 以60%的产率得到1-(4-cyano)phenyl-3-morpholinopropen-1-one
  参考文献：
  名称：

  The influence of substituents on the photochemical generation and stability of 2-morpholinocyclopropanols

  摘要：

  By irradiation in oxygen-free ether alpha- or beta-substituted beta-morpholinopropiophenones 1a-c form the corresponding cyclopropanols 2 with 1-aryl and 2-morpholino group in a relative cis-configuration in high yields. The photocyclization of pure 1a-c enantiomers proceeds enantioselectively under these conditions. In methanol and presence of oxygen electronically excited 1c-h are converted to enaminones 3c-h via oxidation of intermediate cyclopropanols 2c-h. In the presence of electron-acceptor molecules this reaction apparently follows a SET mechanism.

  DOI：

  10.1016/s0040-4039(00)61688-x

文献信息

• The influence of substituents on the photochemical generation and stability of 2-morpholinocyclopropanols
  作者：W. Weigel、S. Schiller、G. Reck、H.-G. Henning

  DOI：10.1016/s0040-4039(00)61688-x

  日期：1993.10

  By irradiation in oxygen-free ether alpha- or beta-substituted beta-morpholinopropiophenones 1a-c form the corresponding cyclopropanols 2 with 1-aryl and 2-morpholino group in a relative cis-configuration in high yields. The photocyclization of pure 1a-c enantiomers proceeds enantioselectively under these conditions. In methanol and presence of oxygen electronically excited 1c-h are converted to enaminones 3c-h via oxidation of intermediate cyclopropanols 2c-h. In the presence of electron-acceptor molecules this reaction apparently follows a SET mechanism.