ethyl 3-(2-hydroxybenzamido)acrylate

• 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: ethyl 3-(2-hydroxybenzamido)acrylate
• 英文别名: ethyl 3-[(2-hydroxybenzoyl)amino]prop-2-enoate
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: BTMDVGZRSBSAGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 ethyl 3-(2-hydroxybenzamido)acrylate 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Cesium carbonate mediated aryl triflate esters’ deprotection

  摘要：

  A variety of diversely substituted aryl triflate esters were efficiently deprotected to the parent phenols by exposure to cesium carbonate in toluene. This procedure proved highly compatible with existing functional groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.087
• 作为产物：
  描述：

  在 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以89%的产率得到ethyl 3-(2-hydroxybenzamido)acrylate
  参考文献：
  名称：

  Cesium carbonate mediated aryl triflate esters’ deprotection

  摘要：

  A variety of diversely substituted aryl triflate esters were efficiently deprotected to the parent phenols by exposure to cesium carbonate in toluene. This procedure proved highly compatible with existing functional groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.087

文献信息

• Stereoselective Synthesis of Enamides by Pd-Catalyzed Hydroamidation of Electron Deficient Terminal Alkynes
  作者：Niranjan Panda、Raghavender Mothkuri

  DOI：10.1021/jo301772f

  日期：2012.10.19

  Hydroamidation of electron-deficient terminal alkynes by amides in presence of Pd catalyst has been exploited for the stereoselective synthesis of Z-enamides. The possible intramolecular hydrogen bonding between the amido proton and carbonyl oxygen of ester group provides the extra stability to the Z-isomer of vinyl palladium complex, which subsequently undergoes protodepalladation and leads to the Z-enamide selectively. This process is found to be mild and operationally simple with broad substrate scope.
• Cesium carbonate mediated aryl triflate esters’ deprotection
  作者：Alice E. Green、Vangelis Agouridas、Eric Deniau

  DOI：10.1016/j.tetlet.2013.10.087

  日期：2013.12

  A variety of diversely substituted aryl triflate esters were efficiently deprotected to the parent phenols by exposure to cesium carbonate in toluene. This procedure proved highly compatible with existing functional groups. (C) 2013 Elsevier Ltd. All rights reserved.