2-(n-butyl)-5-(methoxy)benzoic acid

• 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-(n-butyl)-5-(methoxy)benzoic acid
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: BDAVXPHWPAUEPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  丁基三氟硼酸钾 、 3-甲氧基苯甲酸 在 N-乙酰-L-缬氨酸 、 palladium diacetate 、 lithium carbonate 、 N,N-二甲基甲酰胺 、 silver carbonate 作用下， 以 叔丁醇 为溶剂， 反应 2.0h， 以57%的产率得到2-(n-butyl)-5-(methoxy)benzoic acid
  参考文献：
  名称：

  Ligand-Accelerated ortho-C–H Alkylation of Arylcarboxylic Acids using Alkyl Boron Reagents

  摘要：

  A protocol for the Pd(II)-catalyzed ortho-C-H alkylation of phenylacetic and benzoic acids using alkylboron reagents is disclosed. Monoprotected amino acid ligands (MPAA) were found to significantly promote reactivity. Both potassium alkyltrifluoroborates and alkylboronic acids were compatible coupling partners. The possibility of a radical alkyl transfer to Pd(II) was also investigated.

  DOI：

  10.1021/ja409014v

文献信息

• Ligand-Accelerated <i>ortho</i>-C–H Alkylation of Arylcarboxylic Acids using Alkyl Boron Reagents
  作者：Peter S. Thuy-Boun、Giorgio Villa、Devin Dang、Paul Richardson、Shun Su、Jin-Quan Yu

  DOI：10.1021/ja409014v

  日期：2013.11.20

  A protocol for the Pd(II)-catalyzed ortho-C-H alkylation of phenylacetic and benzoic acids using alkylboron reagents is disclosed. Monoprotected amino acid ligands (MPAA) were found to significantly promote reactivity. Both potassium alkyltrifluoroborates and alkylboronic acids were compatible coupling partners. The possibility of a radical alkyl transfer to Pd(II) was also investigated.