(E)-butyl 3-hydroxy-5-phenyl-2-methylenepent-4-enoate | 1198113-80-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-butyl 3-hydroxy-5-phenyl-2-methylenepent-4-enoate
• 英文别名: butyl (E)-3-hydroxy-2-methylidene-5-phenylpent-4-enoate
• CAS: 1198113-80-2
• 化学式: C₁₆H₂₀O₃
• 分子量: 260.333
• InChiKey: QFPRVOIWGQEMNK-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  反式肉桂醛 、 丙烯酸丁酯 在 三乙烯二胺 、 溶剂黄146 作用下， 以 水 、 乙腈 为溶剂， 反应 48.0h， 以63%的产率得到(E)-butyl 3-hydroxy-5-phenyl-2-methylenepent-4-enoate
  参考文献：
  名称：

  Baylis–Hillman reaction promoted by a recyclable protic-ionic-liquid solvent–catalyst system: DABCO–AcOH–H2O

  摘要：

  A recyclable protic-ionic-liquid solvent-catalyst system, DABCO-AcOH-H2O, has been developed and used in the Baylis-Hillman reaction of aromatic aldehydes, aliphatic aldehydes, and cinnamaldehydes with acrylates and acrylonitrile, showing comparable performance to free DABCO in traditional solvents. The DABCO-AcOH-H2O solvent-catalyst system could be reused for at least five times without significant loss of activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.049

文献信息

• Baylis–Hillman reaction promoted by a recyclable protic-ionic-liquid solvent–catalyst system: DABCO–AcOH–H2O
  作者：Ying Song、Haihua Ke、Nan Wang、Limin Wang、Gang Zou

  DOI：10.1016/j.tet.2009.09.049

  日期：2009.11

  A recyclable protic-ionic-liquid solvent-catalyst system, DABCO-AcOH-H2O, has been developed and used in the Baylis-Hillman reaction of aromatic aldehydes, aliphatic aldehydes, and cinnamaldehydes with acrylates and acrylonitrile, showing comparable performance to free DABCO in traditional solvents. The DABCO-AcOH-H2O solvent-catalyst system could be reused for at least five times without significant loss of activity. (C) 2009 Elsevier Ltd. All rights reserved.