3-nitrophenyl 4-methoxybenzoate | 36718-77-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3-nitrophenyl 4-methoxybenzoate
• 英文别名: p-Methoxybenzoesaeure-m-nitrophenylester；(3-Nitrophenyl) 4-methoxybenzoate
• CAS: 36718-77-1
• 化学式: C₁₄H₁₁NO₅
• 分子量: 273.245
• InChiKey: WMGQBRIWSBQBMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  间硝基苯酚 、 大茴香酸 在 碘 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以92%的产率得到3-nitrophenyl 4-methoxybenzoate
  参考文献：
  名称：

  Ph3P-I2 mediated aryl esterification with a mechanistic insight

  摘要：

  In order to better understand the reaction mechanism and to obtain optimal conditions, the Ph3P-I-2/Et3N mediated aryl esterification reaction was thoroughly investigated. Using a specific reagent addition sequence, the reaction proceeds remarkably well especially with acidic substrates. P-31 NMR studies revealed that the formation of an aryloxyphosphonium salt is crucial in governing the reaction path toward the formation of phenolic esters. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.03.105

文献信息

• N-Heterocyclic Carbene-Catalyzed Aerobic Oxidative Direct Esterification of Aldehydes with Organoboronic Acids
  作者：Jing-Jing Meng、Min Gao、Yu-Ping Wei、Wen-Qin Zhang

  DOI：10.1002/asia.201200076

  日期：2012.5

  A simple procedure affording benzoates through a NHC‐catalyzed aerobic oxidative esterification of aldehydes with organoboronic acids has been disclosed. This process allows access to a wide variety of aromatic esters in good to excellent yields under simple, efficient, and sustainable reaction conditions (see scheme).

  公开了一种简单的方法，该方法通过NHC催化的醛与有机硼酸的好氧氧化酯化反应生成苯甲酸酯。该方法可以在简单，有效和可持续的反应条件下以良好的收率获得各种芳族酯（参见方案）。
• Ni/g‐C ₃ N ₄ Photocatalysis: Aerobic Oxidative Coupling Reaction Leading to Amidation of Aldehydes with Amines and C−N, C−O, and C−C Cross‐Coupling Reaction
  作者：Zahra Akrami、Mona Hosseini‐Sarvari

  DOI：10.1002/ejoc.202200429

  日期：2022.6.27

  Graphitic carbon nitrides bonded with nickel can induce mild aerobic oxidative coupling reactions. Amidation of aldehydes with amines was reported, as well as the cross-coupling of C−N, C−O, and C−C aryl halides with amines, alcohols, and carboxylic acid.

  与镍键合的石墨碳氮化物可引起温和的好氧氧化偶联反应。报道了醛与胺的酰胺化反应，以及 C-N、C-O 和 C-C 芳基卤化物与胺、醇和羧酸的交叉偶联。