(E,E)-6-(2-ethoxy-6-trifluoromethyl-2H-pyran-3-yl)-1,1,1-trifluorohexa-3,5-dien-2-one | 1210825-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (E,E)-6-(2-ethoxy-6-trifluoromethyl-2H-pyran-3-yl)-1,1,1-trifluorohexa-3,5-dien-2-one
• 英文别名: (3E,5E)-6-[2-ethoxy-6-(trifluoromethyl)-2H-pyran-3-yl]-1,1,1-trifluorohexa-3,5-dien-2-one
• CAS: 1210825-98-1
• 化学式: C₁₄H₁₂F₆O₃
• 分子量: 342.238
• InChiKey: JQEASDMGRFMHFZ-GGWOSOGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,4-Diethoxy-6-trifluoromethyl-3,4-dihydro-2H-pyran 在 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以57%的产率得到(E,E)-6-(2-ethoxy-6-trifluoromethyl-2H-pyran-3-yl)-1,1,1-trifluorohexa-3,5-dien-2-one
  参考文献：
  名称：

  A Facile Synthesis of 4-Aryl-1,1,1-trifluorobut-3-en-2-ones via 4-Aryl Substituted CF3 - Containing Dihydropyran Derivatives: A Versatile Method for the Introduction of Fluorine-Containing C4- and C6-Unit to Aromatic Compounds

  摘要：

  The CF3 - containing dihydropyran derivative (2) reacted easily with various aromatic compounds in trifluoroacetic acid to give novel 4-aryl substituted dihydropyran derivatives (7) in moderate to high yields. Retro hetero Die Is-Alder reaction of thus obtained 7 proceeded readily by heating at 300 degrees C to afford the corresponding 4-aryl-1,1,1-trifluorobut-3-en-2-ones (12) in good to excellent yields. With the use of p-toluenesulfonic acid instead of trifluoroacetic acid together with dihydropyran (2) in acetonitrile, 4-trifluoroacetyl-1,3-butalienylation of 1,3-dimethoxybenzene occurred successfully. The bimolecular reaction of dihydropyran (2) in the presence of p-toluenesulfonic acid was also examined.

  DOI：

  10.3987/com-09-s(s)60

文献信息

• A Facile Synthesis of 4-Aryl-1,1,1-trifluorobut-3-en-2-ones via 4-Aryl Substituted CF3 - Containing Dihydropyran Derivatives: A Versatile Method for the Introduction of Fluorine-Containing C4- and C6-Unit to Aromatic Compounds
  作者：Etsuji Okada、Norio Ota、Dai Shibata、Satoru Adachi、Shohei Saikawa

  DOI：10.3987/com-09-s(s)60

  日期：——

  The CF3 - containing dihydropyran derivative (2) reacted easily with various aromatic compounds in trifluoroacetic acid to give novel 4-aryl substituted dihydropyran derivatives (7) in moderate to high yields. Retro hetero Die Is-Alder reaction of thus obtained 7 proceeded readily by heating at 300 degrees C to afford the corresponding 4-aryl-1,1,1-trifluorobut-3-en-2-ones (12) in good to excellent yields. With the use of p-toluenesulfonic acid instead of trifluoroacetic acid together with dihydropyran (2) in acetonitrile, 4-trifluoroacetyl-1,3-butalienylation of 1,3-dimethoxybenzene occurred successfully. The bimolecular reaction of dihydropyran (2) in the presence of p-toluenesulfonic acid was also examined.