2-(4-Methoxycarbonylphenyl)-5-methylbenzoic acid | 1261947-69-6

• 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-(4-Methoxycarbonylphenyl)-5-methylbenzoic acid
• CAS: 1261947-69-6
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: HCJGLWFPLDFDTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-Methoxycarbonylphenyl)-5-methylbenzoic acid 、 丙烯酸甲酯（MA） 在 N-乙酰-L-丙氨酸 、 palladium diacetate 、 silver carbonate 、 对苯醌 作用下， 反应 12.0h， 以54%的产率得到2'-(3-methoxy-3-oxoprop-1-en-1-yl)-4'-(methoxycarbonyl)-4-methyl-[1,1'-biphenyl]-2-carboxylicacid
  参考文献：
  名称：

  Remote and Selective C(sp²)–H Olefination for Sequential Regioselective Linkage of Phenanthrenes

  摘要：

  Biphenylcarboxylic acid with two competing C(sp(2))-H sites was designed for site selective C(sp(2))-H functionalization by developing carboxylic acids assisted remote and selective olefination via 7-membered palladacycle. Mechanism investigation and DFT calculations reveal a kinetics-determined process, which could be utilized to explore a variety of remote site selectivity. The practicability of this method was highlighted by the precise construction of phenathrene under sequential site selectivity.

  DOI：

  10.1021/acs.orglett.0c01208
• 作为产物：
  描述：

  methyl 2-(4-methoxycarbonylphenyl)-5-methylbenzoate 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 生成 2-(4-Methoxycarbonylphenyl)-5-methylbenzoic acid
  参考文献：
  名称：

  Remote and Selective C(sp²)–H Olefination for Sequential Regioselective Linkage of Phenanthrenes

  摘要：

  Biphenylcarboxylic acid with two competing C(sp(2))-H sites was designed for site selective C(sp(2))-H functionalization by developing carboxylic acids assisted remote and selective olefination via 7-membered palladacycle. Mechanism investigation and DFT calculations reveal a kinetics-determined process, which could be utilized to explore a variety of remote site selectivity. The practicability of this method was highlighted by the precise construction of phenathrene under sequential site selectivity.

  DOI：

  10.1021/acs.orglett.0c01208