2,3-dihydro-3-hydroxy-3-phenyl-6-(trifluoromethyl)-4H-pyran-4-one | 204516-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2,3-dihydro-3-hydroxy-3-phenyl-6-(trifluoromethyl)-4H-pyran-4-one
• 英文别名: 3-hydroxy-3-phenyl-6-(trifluoromethyl)-2H-pyran-4-one
• CAS: 204516-17-6
• 化学式: C₁₂H₉F₃O₃
• 分子量: 258.197
• InChiKey: SKZMSVXMEZUOBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-3-hydroxy-3-phenyl-6-(trifluoromethyl)-4H-pyran-4-one 在 吡啶 、 磺酰氯 、 三乙胺 作用下， 反应 11.0h， 生成 5-phenyl-2-(trifluoromethyl)-4H-pyran-4-one
  参考文献：
  名称：

  New synthetic approaches to 2-perfluoroalkyl-4H-pyran-4-ones

  摘要：

  A convenient synthesis of 5-substituted 2-perfluoroalkyl-4H-pyran-4-ones by dehydration of 2,3-dihydro-3-hydroxy-6-perfluoroalkyl-4H-pyran-4-ones is described. The 6-substituted and parent 2-perfluoroalkyl-4H-pyran-4-ones have been more successfully prepared using the condensation of alkyl enol ethers, derived from beta-dicarbonyl compounds, with ethyl perfluoroalkanoates. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)83018-4
• 作为产物：
  描述：

  三氟乙酸乙酯 、 1-(2-苯基-2-环氧乙烷基)乙酮 在 potassium tert-butylate 作用下， 以 乙二醇二甲醚 为溶剂， 以65%的产率得到2,3-dihydro-3-hydroxy-3-phenyl-6-(trifluoromethyl)-4H-pyran-4-one
  参考文献：
  名称：

  New synthetic approaches to 2-perfluoroalkyl-4H-pyran-4-ones

  摘要：

  A convenient synthesis of 5-substituted 2-perfluoroalkyl-4H-pyran-4-ones by dehydration of 2,3-dihydro-3-hydroxy-6-perfluoroalkyl-4H-pyran-4-ones is described. The 6-substituted and parent 2-perfluoroalkyl-4H-pyran-4-ones have been more successfully prepared using the condensation of alkyl enol ethers, derived from beta-dicarbonyl compounds, with ethyl perfluoroalkanoates. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)83018-4

文献信息

• Synthesis of 3-(Trifluoromethyl)benzo[c][1,6]naphthyridines from Substituted 4H-Pyran-4-ones via 4-Amino-5-Aryl-2-(trifluoromethyl)pyridines
  作者：Vladimir I Tyvorskii、Denis N Bobrov、Oleg G Kulinkovich、Wim Aelterman、Norbert De Kimpe

  DOI：10.1016/s0040-4020(00)00637-2

  日期：2000.9

  yridines under the action of P2O5/POCl3 smoothly afforded 3-(trifluoromethyl)benzo[c][1,6]naphthyridines in good yields. Intermediate aminopyridines were synthesized in a two-step sequence from the corresponding 4H-pyran-4-ones, which were prepared by reaction of 2-acetyl-2-aryloxiranes and 4-dimethylamino-3-(4-methoxyphenyl)-3-buten-2-one with ethyl trifluoroacetate under basic conditions.

  在P 2 O 5 / POCl 3的作用下，酰化的4-氨基-5-芳基-2-（三氟甲基）吡啶的环化反应平稳地提供了3-（三氟甲基）苯并[ c ] [1,6]萘啶。由相应的4 H-吡喃-4-酮按两步顺序合成中间体氨基吡啶，它们是通过2-乙酰基-2-芳基环氧乙烷与4-二甲基氨基-3-（4-甲氧基苯基）-3-的反应制备的在碱性条件下将丁烯-2-酮与三氟乙酸乙酯混合。