ethyl 2-benzylidene-4-phenoxybutanoate | 1333222-75-5

• 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 2-benzylidene-4-phenoxybutanoate
• CAS: 1333222-75-5
• 化学式: C₁₉H₂₀O₃
• 分子量: 296.366
• InChiKey: OVMTYFPUDDPNSL-BMRADRMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  、 苯甲醛 以47%的产率得到ethyl 2-benzylidene-4-phenoxybutanoate
  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