4-(3-Pyridin-4-ylpropoxy)benzonitrile | 1152498-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(3-Pyridin-4-ylpropoxy)benzonitrile
• CAS: 1152498-11-7
• 化学式: C₁₅H₁₄N₂O
• mdl: MFCD10690700
• 分子量: 238.289
• InChiKey: SOMSHOKPJZWELE-UHFFFAOYSA-N

物化性质

• 沸点：
  428.4±30.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-吡啶丙醇 、 4-cyanophenyl mesylate 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以61%的产率得到4-(3-Pyridin-4-ylpropoxy)benzonitrile
  参考文献：
  名称：

  Synthesis of Aryl Ethers via a Sulfonyl Transfer Reaction

  摘要：

  A general synthesis of aryl ethers from primary and secondary alcohols and aryl mesylates is presented. The reaction proceeds via a sulfonyl-transfer mechanism. In this paper, we compare the sulfonyl transfer reaction to Mitsunobu ether formation. The reaction can be employed in a multistep synthesis where the aryl mesylate is used as a phenol protecting group and then as an activating group for ether formation. This protecting/activating group strategy is demonstrated using raloxifene as the target.

  DOI：

  10.1021/ol301615z

文献信息

• Synthesis of Aryl Ethers via a Sulfonyl Transfer Reaction
  作者：Neal W. Sach、Daniel T. Richter、Stephan Cripps、Michelle Tran-Dubé、Huichun Zhu、Buwen Huang、Jean Cui、Scott C. Sutton

  DOI：10.1021/ol301615z

  日期：2012.8.3

  A general synthesis of aryl ethers from primary and secondary alcohols and aryl mesylates is presented. The reaction proceeds via a sulfonyl-transfer mechanism. In this paper, we compare the sulfonyl transfer reaction to Mitsunobu ether formation. The reaction can be employed in a multistep synthesis where the aryl mesylate is used as a phenol protecting group and then as an activating group for ether formation. This protecting/activating group strategy is demonstrated using raloxifene as the target.