ethyl (Z)-3-(4-fluorophenylamino)-3-(4-methoxyphenyl)acrylate | 1621603-73-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl (Z)-3-(4-fluorophenylamino)-3-(4-methoxyphenyl)acrylate
• CAS: 1621603-73-3
• 化学式: C₁₈H₁₈FNO₃
• 分子量: 315.344
• InChiKey: LQOMDFHMFFFAQH-ATVHPVEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl (Z)-3-(4-fluorophenylamino)-3-(4-methoxyphenyl)acrylate 在 dicobalt octacarbonyl 、 一氧化碳 、 氢气 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 120.0 ℃ 、3.1 MPa 条件下， 反应 36.0h， 以21%的产率得到
  参考文献：
  名称：

  Cobalt-catalyzed hydrogenation of β-enamino esters using an internal mixture of bidentate and monodentate ligands

  摘要：

  Different beta-amino esters have been obtained in good yields by means of octacarbonyldicobalt-catalyzed hydrogenation of beta-enamine esters in the presence of mixture of a bidentate phosphine chiral (R-BINAP) and a monodentate phosphine achiral (PPh3). Likewise, a non-symmetric Co/BINAP/PPh3 complex was isolated. This new compound was used in the hydrogenation reaction under different conditions and the results suggest that this heterocombination could be responsible for improving enantiomeric excess in the reduction products. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.06.028
• 作为产物：
  描述：

  4-氟苯胺 、 3-(4-甲氧苯基)-3-氧代丙酸乙酯 在 cobalt(II) chloride 作用下， 反应 12.0h， 以81%的产率得到ethyl (Z)-3-(4-fluorophenylamino)-3-(4-methoxyphenyl)acrylate
  参考文献：
  名称：

  Cobalt-catalyzed hydrogenation of β-enamino esters using an internal mixture of bidentate and monodentate ligands

  摘要：

  Different beta-amino esters have been obtained in good yields by means of octacarbonyldicobalt-catalyzed hydrogenation of beta-enamine esters in the presence of mixture of a bidentate phosphine chiral (R-BINAP) and a monodentate phosphine achiral (PPh3). Likewise, a non-symmetric Co/BINAP/PPh3 complex was isolated. This new compound was used in the hydrogenation reaction under different conditions and the results suggest that this heterocombination could be responsible for improving enantiomeric excess in the reduction products. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.06.028