4-吗啉代苯基二乙基氨基甲酸酯 | 1379516-34-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 4-吗啉代苯基二乙基氨基甲酸酯
• 英文名称: 4-morpholinophenyl diethylcarbamate
• CAS: 1379516-34-3
• 化学式: C₁₅H₂₂N₂O₃
• 分子量: 278.351
• InChiKey: DHYJYJODYBDNPT-UHFFFAOYSA-N

物化性质

• 沸点：
  420.8±45.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  42.01
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-吗啉代苯基二乙基氨基甲酸酯 在 二氯化双(三环己基膦)镍(II) 、 1,1,3,3-四甲基二硅氧烷 、 K₃PO₄ 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以90%的产率得到4-苯基吗啉
  参考文献：
  名称：

  Cine Substitution of Arenes Using the Aryl Carbamate as a Removable Directing Group

  摘要：

  An efficient and controlled means to achieve a rare cine substitution of arenes is reported. The methodology relies on the strategic use of aryl O-carbamates as readily removable directing groups for arene functionallzation. The removal of aryl carbamates is achieved by employing an airstable Ni(II) precatalyst, along with an inexpensive reducing agent, to give synthetically useful yields across a range of substrates. The net cine substitution process offers a new strategy for analogue synthesis, which complements the well-established logic for achieving arene functionalization by ipso substitution.

  DOI：

  10.1021/ol301275u
• 作为产物：
  描述：

  吗啉 、 4-溴苯基二乙基氨基甲酸酯 在 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以77%的产率得到4-吗啉代苯基二乙基氨基甲酸酯
  参考文献：
  名称：

  Cine Substitution of Arenes Using the Aryl Carbamate as a Removable Directing Group

  摘要：

  An efficient and controlled means to achieve a rare cine substitution of arenes is reported. The methodology relies on the strategic use of aryl O-carbamates as readily removable directing groups for arene functionallzation. The removal of aryl carbamates is achieved by employing an airstable Ni(II) precatalyst, along with an inexpensive reducing agent, to give synthetically useful yields across a range of substrates. The net cine substitution process offers a new strategy for analogue synthesis, which complements the well-established logic for achieving arene functionalization by ipso substitution.

  DOI：

  10.1021/ol301275u