(2E,4E)-2-(4-chlorobenzylidene)-5-(4-chlorophenyl)-3-oxo-4-pentenoic acid methyl ester | 1048381-64-1

• 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: (2E,4E)-2-(4-chlorobenzylidene)-5-(4-chlorophenyl)-3-oxo-4-pentenoic acid methyl ester
• 英文别名: methyl (E,2E)-5-(4-chlorophenyl)-2-[(4-chlorophenyl)methylidene]-3-oxopent-4-enoate
• CAS: 1048381-64-1
• 化学式: C₁₉H₁₄Cl₂O₃
• 分子量: 361.224
• InChiKey: JPVBGBYIPFABNL-VFLBTRNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  硝基乙酸乙酯 、 (2E,4E)-2-(4-chlorobenzylidene)-5-(4-chlorophenyl)-3-oxo-4-pentenoic acid methyl ester 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以83%的产率得到trans-5-[(E)-4-chlorostyryl]-3-(4-chlorophenyl)-2,3-dihydrofuran-2,4-dicarboxylic acid 2-ethyl 4-methyl ester
  参考文献：
  名称：

  α-Nitro carbonyl compounds in the synthesis of 2,3-dihydrofurans

  摘要：

  A new method for the synthesis of 2,3-dihydrofurans from readily available starting enones and alpha-nitro carbonyl compounds has been developed. This protocol can provide a novel and effective methodology for the preparation of 2,3-dihydrofurans in a stereoselective fashion. With 1,4-dien-3-ones, 2,3-dihydrofurans and cyclohexenecarboxylates were produced and high chemoselectivity was observed in different solvents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.122
• 作为产物：
  描述：

  4-氯苯甲醛 、 乙酰乙酸甲酯 在 哌啶 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 24.0h， 以46%的产率得到(2E,4E)-2-(4-chlorobenzylidene)-5-(4-chlorophenyl)-3-oxo-4-pentenoic acid methyl ester
  参考文献：
  名称：

  α-Nitro carbonyl compounds in the synthesis of 2,3-dihydrofurans

  摘要：

  A new method for the synthesis of 2,3-dihydrofurans from readily available starting enones and alpha-nitro carbonyl compounds has been developed. This protocol can provide a novel and effective methodology for the preparation of 2,3-dihydrofurans in a stereoselective fashion. With 1,4-dien-3-ones, 2,3-dihydrofurans and cyclohexenecarboxylates were produced and high chemoselectivity was observed in different solvents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.122