2,6-difluoro-4-(5-propylpyrimidin-2-yl)benzaldehyde | 574705-83-2

• 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: 2,6-difluoro-4-(5-propylpyrimidin-2-yl)benzaldehyde
• 英文别名: 2,6-Difluoro-4-(5-propylpyrimidin-2-yl)benzaldehyde
• CAS: 574705-83-2
• 化学式: C₁₄H₁₂F₂N₂O
• 分子量: 262.259
• InChiKey: SAJOOJVTNSXHLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(3,5-difluorophenyl)-5-n-propylpyrimidine 、 N,N-二甲基甲酰胺 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.5h， 以51%的产率得到2,6-difluoro-4-(5-propylpyrimidin-2-yl)benzaldehyde
  参考文献：
  名称：

  Multikilogram Scale Organolithiation Chemistry for the Manufacture of Liquid Crystal Intermediates

  摘要：

  This paper describes the kilogram-scale regioselective synthesis of various fluorinated arylboronic acids, aryl iodides, aryl acids, aryl aldehydes, and cyclohexenyl-substituted aryls in good to high yields via in situ fluorine-directed ortho-lithiation of fluorinated aryls and their subsequent reactions in a one pot manner with nudeophiles such as triisobutyl borate, iodine, carbon dioxide, N,N dimethylformamide, and cyclohexyl ketones.

  DOI：

  10.1021/op500133p

文献信息

• Multikilogram Scale Organolithiation Chemistry for the Manufacture of Liquid Crystal Intermediates
  作者：Yao-Hua Han、Ting Zhou、Yan Sui、Ruimao Hua

  DOI：10.1021/op500133p

  日期：2014.10.17

  This paper describes the kilogram-scale regioselective synthesis of various fluorinated arylboronic acids, aryl iodides, aryl acids, aryl aldehydes, and cyclohexenyl-substituted aryls in good to high yields via in situ fluorine-directed ortho-lithiation of fluorinated aryls and their subsequent reactions in a one pot manner with nudeophiles such as triisobutyl borate, iodine, carbon dioxide, N,N dimethylformamide, and cyclohexyl ketones.