N-(3-fluorophenylethyl)benzylamine | 1110646-00-8

• 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: N-(3-fluorophenylethyl)benzylamine
• 英文别名: N-benzyl-2-(3-fluorophenyl)ethanamine
• CAS: 1110646-00-8
• 化学式: C₁₅H₁₆FN
• mdl: MFCD12427967
• 分子量: 229.297
• InChiKey: FPZCUBSFRHESAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙酸苄酯 、 3-氟苯乙胺 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 sodium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 24.0h， 以99%的产率得到N-<2-(3-fluorophenyl)ethyl>acetamide
  参考文献：
  名称：

  在无溶剂条件下由酯与伯胺串联合成酰胺和仲胺

  摘要：

  AbstractAn iridium(III)‐catalyzed tandem synthesis of amides and amines from esters under solvent‐free conditions is described. A commercially available iridium(III) complex, [Cp*IrCl2]2, with sodium acetate showed the best activity for the synthesis of amides and secondary amines. The amide was formed by ester‐amide exchange which generates an alcohol in situ which is subsequently transformed to a secondary amine via hydrogen autotransfer. This synthetic protocol with high atom economy generates water as the sole by‐product and can afford amides and amines from various esters in a one‐pot reaction, expanding the synthetic versatility of ester transformations.magnified image

  DOI：

  10.1002/adsc.201400319

文献信息

• Tandem Synthesis of Amides and Secondary Amines from Esters with Primary Amines under Solvent-Free Conditions
  作者：Jeongbin Lee、Senthilkumar Muthaiah、Soon Hyeok Hong

  DOI：10.1002/adsc.201400319

  日期：2014.8.11

  AbstractAn iridium(III)‐catalyzed tandem synthesis of amides and amines from esters under solvent‐free conditions is described. A commercially available iridium(III) complex, [Cp*IrCl2]2, with sodium acetate showed the best activity for the synthesis of amides and secondary amines. The amide was formed by ester‐amide exchange which generates an alcohol in situ which is subsequently transformed to a secondary amine via hydrogen autotransfer. This synthetic protocol with high atom economy generates water as the sole by‐product and can afford amides and amines from various esters in a one‐pot reaction, expanding the synthetic versatility of ester transformations.magnified image