2-hydroxyethyl (E)-α-methylcinnamate | 1621329-51-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-hydroxyethyl (E)-α-methylcinnamate
• 英文别名: 2-hydroxyethyl (E)-2-methyl-3-phenylprop-2-enoate
• CAS: 1621329-51-8
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: MUSYJUZSKRAHGM-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲基丙烯酸羟乙酯 、 碘苯 在 potassium carbonate 作用下， 以70%的产率得到2-hydroxyethyl (E)-α-methylcinnamate
  参考文献：
  名称：

  Investigation of sol–gel supported palladium catalysts for Heck coupling reactions in o/w-microemulsions

  摘要：

  Sol-gel supported palladium catalysts are investigated for the Heck coupling reaction between styrene and iodo-/bromobenzene to trans-stilbenes in o/w-microemulsions as alternative reaction medium. High conversions and selectivities are obtained with these catalysts and they show better catalytic performance than their commercial analogs Pd@SiO2 or Pd/C. The influence of the catalyst structure on the activity is investigated in detail showing mass transport limitations that can be optimized by the palladium loading. The catalyst is recyclable >6 times with negligible palladium leaching into the solution. Because of the good recyclability under retention of activity and selectivity, the influence of transport limitations is suppressed and the total catalyst efficiency is increased to more than 2. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2014.06.016

文献信息

• Investigation of sol–gel supported palladium catalysts for Heck coupling reactions in o/w-microemulsions
  作者：I. Volovych、Y. Kasaka、M. Schwarze、Z. Nairoukh、J. Blum、M. Fanun、D. Avnir、R. Schomäcker

  DOI：10.1016/j.molcata.2014.06.016

  日期：2014.11

  Sol-gel supported palladium catalysts are investigated for the Heck coupling reaction between styrene and iodo-/bromobenzene to trans-stilbenes in o/w-microemulsions as alternative reaction medium. High conversions and selectivities are obtained with these catalysts and they show better catalytic performance than their commercial analogs Pd@SiO2 or Pd/C. The influence of the catalyst structure on the activity is investigated in detail showing mass transport limitations that can be optimized by the palladium loading. The catalyst is recyclable >6 times with negligible palladium leaching into the solution. Because of the good recyclability under retention of activity and selectivity, the influence of transport limitations is suppressed and the total catalyst efficiency is increased to more than 2. (C) 2014 Elsevier B.V. All rights reserved.