N-((3-(4-methoxyphenyl)propoxy)methyl)-N-methylformamide | 1373493-79-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-((3-(4-methoxyphenyl)propoxy)methyl)-N-methylformamide
• 英文别名: N-[3-(4-methoxyphenyl)propoxymethyl]-N-methylformamide
• CAS: 1373493-79-8
• 化学式: C₁₃H₁₉NO₃
• 分子量: 237.299
• InChiKey: PVSIHHDFXRCFGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(4-甲氧苯基)-1-丙醇 、 N,N-二甲基甲酰胺 在 2,6-二甲基吡啶 、 sodium persulfate 、 tris(bipyridine)ruthenium(II) dichloride hexahydrate 作用下， 反应 12.0h， 以55%的产率得到N-((3-(4-methoxyphenyl)propoxy)methyl)-N-methylformamide
  参考文献：
  名称：

  Friedel–Crafts Amidoalkylation via Thermolysis and Oxidative Photocatalysis

  摘要：

  Friedel Crafts amidoalkylation was achieved by oxidation of dialkylamides using persulfate (S2O82-) in the presence of the visible light catalyst, Ru(bpy)(3)Cl-2, at room temperature, via a reactive N-acyliminium intermediate. Alternatively, mild heating of the dialkylamides and persulfate afforded a metal and Lewis acid-free Friedel-Crafts amidoalkylation. Alcohols and electron-rich arenes served as effective nucleophiles, forming new C-O or C-C bonds. In general, photocatalysis provided higher yields and better selectivities.

  DOI：

  10.1021/jo300162c

文献信息

• Friedel–Crafts Amidoalkylation via Thermolysis and Oxidative Photocatalysis
  作者：Chunhui Dai、Francesco Meschini、Jagan M. R. Narayanam、Corey R. J. Stephenson

  DOI：10.1021/jo300162c

  日期：2012.5.4

  Friedel Crafts amidoalkylation was achieved by oxidation of dialkylamides using persulfate (S2O82-) in the presence of the visible light catalyst, Ru(bpy)(3)Cl-2, at room temperature, via a reactive N-acyliminium intermediate. Alternatively, mild heating of the dialkylamides and persulfate afforded a metal and Lewis acid-free Friedel-Crafts amidoalkylation. Alcohols and electron-rich arenes served as effective nucleophiles, forming new C-O or C-C bonds. In general, photocatalysis provided higher yields and better selectivities.