ethyl (E)-2-benzylidene-4-(4-phenyl-1H-pyrazol-1-yl)butanoate | 1333222-52-8

• 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: ethyl (E)-2-benzylidene-4-(4-phenyl-1H-pyrazol-1-yl)butanoate
• 英文别名: ethyl (2E)-2-benzylidene-4-(4-phenylpyrazol-1-yl)butanoate
• CAS: 1333222-52-8
• 化学式: C₂₂H₂₂N₂O₂
• 分子量: 346.429
• InChiKey: QPHFXWHHCRJJOS-HMMYKYKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-苯基-1H-吡唑 在 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.5h， 生成 ethyl (E)-2-benzylidene-4-(4-phenyl-1H-pyrazol-1-yl)butanoate
  参考文献：
  名称：

  One-Pot (1-Ethoxycarbonylcyclopropyl)triphenylphosphonium Tetrafluoroborate Ring-Opening and Wittig Reaction

  摘要：

  An efficient method was developed for the synthesis of 2-methylene-4-substituted ethyl butyrates via cyclopropyl opening followed by a Wittig reaction. The desired products were formed in a two-step, one-pot reaction sequence. Alternatively, the key intermediate ylide 2 was isolable and could be stored under oxygen-free conditions and subsequently utilized. A variety of nucleophiles were found to open the commercially available cyclopropane 1. The resulting ylide reacted with aldehydes to provide E-olefinic products.

  DOI：

  10.1021/ol202207f

文献信息

• One-Pot (1-Ethoxycarbonylcyclopropyl)triphenylphosphonium Tetrafluoroborate Ring-Opening and Wittig Reaction
  作者：Seung Won Chung、Mark S. Plummer、Laura A. McAllister、Robert M. Oliver、Joseph A. Abramite、Yue Shen、Jianmin Sun、Daniel P. Uccello、Joel T. Arcari、Loren M. Price、Justin I. Montgomery

  DOI：10.1021/ol202207f

  日期：2011.10.7

  An efficient method was developed for the synthesis of 2-methylene-4-substituted ethyl butyrates via cyclopropyl opening followed by a Wittig reaction. The desired products were formed in a two-step, one-pot reaction sequence. Alternatively, the key intermediate ylide 2 was isolable and could be stored under oxygen-free conditions and subsequently utilized. A variety of nucleophiles were found to open the commercially available cyclopropane 1. The resulting ylide reacted with aldehydes to provide E-olefinic products.