2-(4-(dimethylamino)phenyl)pentan-3-one | 1286215-95-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(4-(dimethylamino)phenyl)pentan-3-one
• 英文别名: 2-[4-(Dimethylamino)phenyl]pentan-3-one
• CAS: 1286215-95-9
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: PKPLYSUJEYYYEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯-N,N-二甲基苯胺 、 3-戊酮 在 NHC-Pd(II)-Im 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以87%的产率得到2-(4-(dimethylamino)phenyl)pentan-3-one
  参考文献：
  名称：

  N -Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed α-arylation of symmetric dialkyl ketones with aryl chlorides

  摘要：

  N-Heterocyclic carbene-palladium(II)-1-methylimidazole [NHC-Pd(II)-Im] complex 1 showed efficient catalytic activity toward alpha-arylation of symmetric dialkyl ketones under mild conditions. It was found that the ratio of aryl chlorides and ketones drastically affected the reaction. When the ratio of aryl chlorides and ketones was 1:2, mono-arylated products can be obtained in good to high yields as the sole; while that of aryl chlorides and ketones was changed to 1:0.7, di- and mono-arylated products were obtained in good to high total yields at the same time, with the former as the major. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.07.061

文献信息

• Palladium-Catalyzed α-Ketone Arylation under Mild Conditions
  作者：Changsheng Cao、Lingling Wang、Zhengyuan Cai、Lingqiao Zhang、Jin Guo、Guangsheng Pang、Yanhui Shi

  DOI：10.1002/ejoc.201001428

  日期：2011.3

  α-arylation of ketones with aryl halides catalyzed by the easily prepared and air-stable palladium complex (SIPr)-Pd(Py)Cl 2 (3) is described. Complex 3 displays high activity for a variety of aryl halides (activated, unactivated, and sterically hindered aryl halides) under mild conditions. Moreover, both aryl and alkyl ketones can be arylated. The α-arylation of some alkyl ketones can even be run at room

  描述了由易于制备且空气稳定的钯配合物 (SIPr)-Pd(Py)Cl 2 (3) 催化的酮与芳基卤化物的 α-芳基化反应。配合物 3 在温和条件下对各种芳基卤化物（活化的、未活化的和空间位阻的芳基卤化物）显示出高活性。此外，芳基酮和烷基酮都可以被芳基化。一些烷基酮的 α-芳基化甚至可以在室温下进行。不受阻二烷基酮3-戊酮的单芳基化或二芳基化产物可以通过温度和酮与芳基卤化物的比例来控制。