ethyl 2-chloro-3-(4-methoxyphenyl)acrylate | 91393-65-6

• 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-chloro-3-(4-methoxyphenyl)acrylate
• 英文别名: 2-Chlor-3-<4-methoxy-phenyl>-acrylsaeure-aethylester；Ethyl-2-chlor-3(4-methoxyphenyl)-propenoat；ethyl 2-chloro-3-(4-methoxyphenyl)prop-2-enoate
• CAS: 91393-65-6
• 化学式: C₁₂H₁₃ClO₃
• 分子量: 240.686
• InChiKey: YPRUTORVAWZPJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2-Chlor-3-hydroxy-3-(4-methoxy-phenyl)-propionsaeure-aethylester 在 sodium acetate 、 乙酸酐 作用下， 生成 ethyl 2-chloro-3-(4-methoxyphenyl)acrylate
  参考文献：
  名称：

  Martynov,V.F.; Titov,M.I., Journal of general chemistry of the USSR, 1964, vol. 34, p. 2139 - 2141

  摘要：

  DOI：

文献信息

• New Synthetic Approach to α-Chlorocinnamates: First Example of Synthesis of Functionally Substituted Alkenes Using Catalytic Olefination Reaction
  作者：Valentine G. Nenajdenko、Olesya N. Lenkova、Alexey V. Shastin、Elizabeth S. Balenkova

  DOI：10.1055/s-2004-815951

  日期：——

  A new simple and efficient transformation of carbonyl compounds to α-chlorocinnamates is described. Catalytic olefination reaction with ethyl trichloroacetate gives target alkenes in moderate to good yields. The reaction with aromatic aldehydes proceeds stereoselectively to form preferably Z-isomers.

  描述了一种将羰基化合物简单有效地转化为 α-氯肉桂酸酯的新方法。与三氯乙酸乙酯的催化烯化反应以中等至良好的收率得到目标烯烃。与芳族醛的反应立体选择性地进行以形成优选的Z-异构体。
• A Novel and Convenient Protocol for Synthesis of α-Haloacrylates
  作者：Biao Jiang、Ying Dou、Xiangya Xu、Min Xu

  DOI：10.1021/ol702859y

  日期：2008.2.1

  A.novel and convenient protocol for synthesis of alpha-haloacrylates starting from phosphonium ylide and aldedyde or alcohol was described. Halodimethylsulfonium halide was used for the first time in halogenation of phosphonium ylide. Good yield as well as a high Z/E ratio were shown in representative cases, and an umpolung dimethyl sulfide-ylide species might be involved as an intermediate.
• α-Haloenolates; VII¹. Diethyl 1-Chloro-1-ethoxycarbonyl-1-lithiomethanephosphonate; A Convenient One-Step Preparation of α-Chloro-α,β-unsaturated Esters from Diethyl Trichloromethanephosphonate
  作者：Jean VILLIERAS、Pierre PERRIOT、Jean NORMANT

  DOI：10.1055/s-1978-24658

  日期：——