4-(cinnamyloxy)butan-2-one | 1251514-42-7

• 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: 4-(cinnamyloxy)butan-2-one
• 英文别名: 4-(3-Phenylprop-2-enoxy)butan-2-one；4-(3-phenylprop-2-enoxy)butan-2-one
• CAS: 1251514-42-7
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: PIVQCCBLYIPVHC-UHFFFAOYSA-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：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  肉桂醇 、 丁烯酮 在 N-methyl-2-pyrrolidonium dihydrogenphosphate 作用下， 反应 24.0h， 以86%的产率得到4-(cinnamyloxy)butan-2-one
  参考文献：
  名称：

  Acidic ionic liquid [NMP]H2PO4 as dual solvent-catalyst for synthesis of β-alkoxyketones by the oxa-Michael addition reactions

  摘要：

  Acidic ionic liquid N-methyl-2-pyrrolidonium dihydrogen phosphate [NMP]H2PO4 was prepared and used as efficient catalyst and reaction medium to synthesize beta-alkoxyketones by the oxa-Michael addition reactions for the first time. The effect of anions and cations, amount of ionic liquid on the reaction was investigated. Various alcohols and phenols proceeded smoothly and led to corresponding beta-alkoxyketones with high yields under mild reaction conditions, O-selectivity addition of amino-ethanols was also achieved in this paper. Compared with traditional imidazolium ionic liquids, [NMP] H2PO4 gave the better results. The ionic liquid was stable and could be reused at least five times with a slight loss of activity. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2010.08.017

文献信息

• Acidic ionic liquid [NMP]H2PO4 as dual solvent-catalyst for synthesis of β-alkoxyketones by the oxa-Michael addition reactions
  作者：Hui Guo、Xia Li、Jun-Liang Wang、Xiao-Han Jin、Xian-Fu Lin

  DOI：10.1016/j.tet.2010.08.017

  日期：2010.10

  Acidic ionic liquid N-methyl-2-pyrrolidonium dihydrogen phosphate [NMP]H2PO4 was prepared and used as efficient catalyst and reaction medium to synthesize beta-alkoxyketones by the oxa-Michael addition reactions for the first time. The effect of anions and cations, amount of ionic liquid on the reaction was investigated. Various alcohols and phenols proceeded smoothly and led to corresponding beta-alkoxyketones with high yields under mild reaction conditions, O-selectivity addition of amino-ethanols was also achieved in this paper. Compared with traditional imidazolium ionic liquids, [NMP] H2PO4 gave the better results. The ionic liquid was stable and could be reused at least five times with a slight loss of activity. (C) 2010 Published by Elsevier Ltd.