methyl 3-(cyclopropanecarboxamido)benzoate | 672286-27-0

• 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: methyl 3-(cyclopropanecarboxamido)benzoate
• 英文别名: Methyl 3-(cyclopropanecarbonylamino)benzoate
• CAS: 672286-27-0
• 化学式: C₁₂H₁₃NO₃
• mdl: MFCD00121294
• 分子量: 219.24
• InChiKey: AXXKXDPBLILYAG-UHFFFAOYSA-N

物化性质

• 熔点：
  129-130 °C
• 沸点：
  418.8±28.0 °C(Predicted)
• 密度：
  1.291±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  环丙酰胺 、 间氯苯甲酸甲酯 在 potassium phosphate 、 2-二叔丁基膦-2′,4′,6′-三异丙基-3,6-二甲氧基-1,1′-联苯 、 水 、 palladium diacetate 作用下， 以 叔丁醇 为溶剂， 反应 5.0h， 以77%的产率得到methyl 3-(cyclopropanecarboxamido)benzoate
  参考文献：
  名称：

  An efficient system for the Pd-catalyzed cross-coupling of amides and aryl chlorides

  摘要：

  A catalyst based on a new biarylphosphine ligand (3) for the Pd-catalyzed cross-coupling reactions of amides and aryl chlorides is described. This system shows the highest turnover frequencies reported to date for these reactions, especially for aryl chloride substrates bearing an ortho substituent. An array of amides and aryl chlorides were successfully reacted in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.096

文献信息

• An efficient system for the Pd-catalyzed cross-coupling of amides and aryl chlorides
  作者：Brett P. Fors、Karin Dooleweerdt、Qingle Zeng、Stephen L. Buchwald

  DOI：10.1016/j.tet.2009.04.096

  日期：2009.8

  A catalyst based on a new biarylphosphine ligand (3) for the Pd-catalyzed cross-coupling reactions of amides and aryl chlorides is described. This system shows the highest turnover frequencies reported to date for these reactions, especially for aryl chloride substrates bearing an ortho substituent. An array of amides and aryl chlorides were successfully reacted in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.