(7E)-3,3a,4,5,6,7-hexahydro-7-(4-methoxybenzylidene)-3-(trifluoromethyl)-2,1-isoxazol-3-ol | 479499-14-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (7E)-3,3a,4,5,6,7-hexahydro-7-(4-methoxybenzylidene)-3-(trifluoromethyl)-2,1-isoxazol-3-ol
• 英文别名: 3,4,5,6,6a,7-Hexahydro-7-hydroxy-3-(e)-(p-methoxybenzylidene)-7-(trifluoromethyl)benz-[c]-isoxazole；(7E)-7-[(4-methoxyphenyl)methylidene]-3-(trifluoromethyl)-3a,4,5,6-tetrahydro-2,1-benzoxazol-3-ol
• CAS: 479499-14-4
• 化学式: C₁₆H₁₆F₃NO₃
• 分子量: 327.303
• InChiKey: LUQMHCRRVCTZRN-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  51
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (7E)-3,3a,4,5,6,7-hexahydro-7-(4-methoxybenzylidene)-3-(trifluoromethyl)-2,1-isoxazol-3-ol 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以54%的产率得到(7E)-4,5,6,7-tetrahydro-7-(4-methoxybenzylidene)-3-(trifluoromethyl)-2,1-benzisoxazole
  参考文献：
  名称：

  2-(多氟酰基)环烷酮与羟胺的反应

  摘要：

  The 2-acylcycloalkanones 1a-g and 3a-c, possessing a polyfluoroalkyl group. react with hydroxylamine regio- and stereoselectively to yield 4,5-dihydroisoxazol-5-ols 2a-g and 4a-c, respectively i.e., products of N-addition to the oxo group at the cycloalkane ring (Schemes 1 and 2). The products 2 and 4 can be dehydrated under drastic conditions only (Schemes 3 and 4). The structure of one of the 4,5-dihydroisoxazol-5-ols was confirmed by X-ray crystal-structure analysis.

  DOI：

  10.1002/1522-2675(200207)85:7<1960::aid-hlca1960>3.0.co;2-6
• 作为产物：
  描述：

  6-trifluoroacetyl-2-(E)-(p-methoxybenzylidene)cyclohexanone 在 三氟化硼乙醚 、 羟胺 作用下， 以 异丙醇 为溶剂， 反应 16.0h， 以71%的产率得到(7E)-3,3a,4,5,6,7-hexahydro-7-(4-methoxybenzylidene)-3-(trifluoromethyl)-2,1-isoxazol-3-ol
  参考文献：
  名称：

  2-(多氟酰基)环烷酮与羟胺的反应

  摘要：

  The 2-acylcycloalkanones 1a-g and 3a-c, possessing a polyfluoroalkyl group. react with hydroxylamine regio- and stereoselectively to yield 4,5-dihydroisoxazol-5-ols 2a-g and 4a-c, respectively i.e., products of N-addition to the oxo group at the cycloalkane ring (Schemes 1 and 2). The products 2 and 4 can be dehydrated under drastic conditions only (Schemes 3 and 4). The structure of one of the 4,5-dihydroisoxazol-5-ols was confirmed by X-ray crystal-structure analysis.

  DOI：

  10.1002/1522-2675(200207)85:7<1960::aid-hlca1960>3.0.co;2-6

文献信息

• Reaction of 2-(Polyfluoroacyl)cycloalkanones with Hydroxylamine
  作者：Dmitri V. Sevenard、Oleg G. Khomutov、Kazimir I. Pashkevich、Enno Lork、Gerd-Volker Röschenthaler

  DOI：10.1002/1522-2675(200207)85:7<1960::aid-hlca1960>3.0.co;2-6

  日期：2002.7

  The 2-acylcycloalkanones 1a-g and 3a-c, possessing a polyfluoroalkyl group. react with hydroxylamine regio- and stereoselectively to yield 4,5-dihydroisoxazol-5-ols 2a-g and 4a-c, respectively i.e., products of N-addition to the oxo group at the cycloalkane ring (Schemes 1 and 2). The products 2 and 4 can be dehydrated under drastic conditions only (Schemes 3 and 4). The structure of one of the 4,5-dihydroisoxazol-5-ols was confirmed by X-ray crystal-structure analysis.