(E)-3-(5-Oxiranyl-furan-2-yl)-acrylic acid methyl ester | 137277-84-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-3-(5-Oxiranyl-furan-2-yl)-acrylic acid methyl ester
• CAS: 137277-84-0
• 化学式: C₁₀H₁₀O₄
• 分子量: 194.187
• InChiKey: MFKKPNVHAUYRED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  51.97
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(5-Oxiranyl-furan-2-yl)-acrylic acid methyl ester 在 sepiolite 作用下， 以 四氯化碳 为溶剂， 反应 16.0h， 以86%的产率得到(E)-3-[5-(2-Oxo-ethyl)-furan-2-yl]-acrylic acid methyl ester
  参考文献：
  名称：

  Homologation of Furfural and Deriuatives to Furylacetaldehydes

  摘要：

  The homologation of furfural 1a and methyl 3-(5-formyl- 2-furyl) propenoate 1b or ethyl 3-(5-formyl-2-furyl) propenoate 1c to the corresponding furylacetaldehydes was carried out in two stages: i) preparation of the furan epoxides from 1a, 1b, 1c ii) cleavage and rearrangement of the epoxides on sepiolite. Sepiolite is a convenient catalyst for this last stage involving substrates as labile as the furan epoxides.

  DOI：

  10.1080/00397919108021571
• 作为产物：
  描述：

  三甲基溴化锍 、 methyl 3-(5-formyl-2-furyl) propenoate 在 氢氧化钾 作用下， 以 水 、 乙腈 为溶剂， 以45%的产率得到(E)-3-(5-Oxiranyl-furan-2-yl)-acrylic acid methyl ester
  参考文献：
  名称：

  Homologation of Furfural and Deriuatives to Furylacetaldehydes

  摘要：

  The homologation of furfural 1a and methyl 3-(5-formyl- 2-furyl) propenoate 1b or ethyl 3-(5-formyl-2-furyl) propenoate 1c to the corresponding furylacetaldehydes was carried out in two stages: i) preparation of the furan epoxides from 1a, 1b, 1c ii) cleavage and rearrangement of the epoxides on sepiolite. Sepiolite is a convenient catalyst for this last stage involving substrates as labile as the furan epoxides.

  DOI：

  10.1080/00397919108021571

文献信息

• Homologation of Furfural and Deriuatives to Furylacetaldehydes
  作者：C. Brochet、J. L. Syssa、Z. Mouloungui、M. Delmas、A. Gaset

  DOI：10.1080/00397919108021571

  日期：1991.9

  The homologation of furfural 1a and methyl 3-(5-formyl- 2-furyl) propenoate 1b or ethyl 3-(5-formyl-2-furyl) propenoate 1c to the corresponding furylacetaldehydes was carried out in two stages: i) preparation of the furan epoxides from 1a, 1b, 1c ii) cleavage and rearrangement of the epoxides on sepiolite. Sepiolite is a convenient catalyst for this last stage involving substrates as labile as the furan epoxides.