2,4-Diethoxy-6-trifluoromethyl-3,4-dihydro-2H-pyran | 127678-70-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4-Diethoxy-6-trifluoromethyl-3,4-dihydro-2H-pyran
• 英文别名: 2,4-Diethoxy-3,4-dihydro-6-(trifluoromethyl)-2H-pyran；2,4-diethoxy-6-(trifluoromethyl)-3,4-dihydro-2H-pyran
• CAS: 127678-70-0
• 化学式: C₁₀H₁₅F₃O₃
• 分子量: 240.223
• InChiKey: DOQNZTABHYGCQG-UHFFFAOYSA-N

物化性质

• 沸点：
  213.6±40.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-Diethoxy-6-trifluoromethyl-3,4-dihydro-2H-pyran 、 甲基萘 在 三氟乙酸 作用下， 反应 0.25h， 以74%的产率得到2-ethoxy-4-(4-methylnaphthalen-1-yl)-6-trifluoromethyl-3,4-dihydro-2H-pyran
  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
• 作为产物：
  描述：

  1-乙氧基-3-三氟甲基-1,3-丁二烯 、 乙烯基乙醚 在 对苯二酚 作用下， 反应 30.0h， 以93%的产率得到2,4-Diethoxy-6-trifluoromethyl-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  A Facile Synthesis of 2,4-Dialkoxy-, 2-Alkoxy-4-phenoxy- and 2,4-Diphenoxy-6-trifluoromethyl-3,4-dihydro-2H-pyrans. Hetero-Diels-Alder Reactions oftrans-β-Trifluoroacetylvinyl Ethers with Various Vinyl Ethers

  摘要：

  在温和的条件下，反式-δ-三氟乙酰乙烯基醚与各种乙烯基醚发生杂化-Diels Alder 反应，可以高产率地获得 2,4-二烷氧基-、2-烷氧基-4-苯氧基-和 2,4-二苯氧基-6-三氟甲基-3,4-二氢-2H-吡喃。

  DOI：

  10.1055/s-1989-27206

文献信息

• Hojo, Masaru; Masuda, Ryoichi; Okada, Etsuji, Chemistry Letters, 1990, p. 113 - 114
  作者：Hojo, Masaru、Masuda, Ryoichi、Okada, Etsuji

  DOI：——

  日期：——
• HOJO, MASARU;MASUDA, RYOICHI;OKADA, ETSUJI, SYNTHESIS (BRD),(1989) N, C. 215-217
  作者：HOJO, MASARU、MASUDA, RYOICHI、OKADA, ETSUJI

  DOI：——

  日期：——
• NOJE, MASARU;MASUDE, RYOICHI;OKADE, ETSUJI, HETEROCYCLES, 1985, 23, N 1, 210
  作者：NOJE, MASARU、MASUDE, RYOICHI、OKADE, ETSUJI

  DOI：——

  日期：——
• 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.
• A Facile Synthesis of 2,4-Dialkoxy-, 2-Alkoxy-4-phenoxy- and 2,4-Diphenoxy-6-trifluoromethyl-3,4-dihydro-2<i>H</i>-pyrans. Hetero-Diels-Alder Reactions of<i>trans</i>-β-Trifluoroacetylvinyl Ethers with Various Vinyl Ethers
  作者：Masaru Hojo、Ryōichi Masuda、Etsuji Okada

  DOI：10.1055/s-1989-27206

  日期：——

  2,4-Dialkoxy-, 2-alkoxy-4-phenoxy-, and 2,4-diphenoxy-6-trifluoromethyl-3,4-dihydro-2H-pyrans are obtained in high yields by the hetero-Diels Alder reaction of trans-β-trifluoroacetylvinyl ethers with various vinyl ethers under mild conditions.

  在温和的条件下，反式-δ-三氟乙酰乙烯基醚与各种乙烯基醚发生杂化-Diels Alder 反应，可以高产率地获得 2,4-二烷氧基-、2-烷氧基-4-苯氧基-和 2,4-二苯氧基-6-三氟甲基-3,4-二氢-2H-吡喃。