4-cyanoethyl-5-trifluoromethyl-5-hydroxy-4,5-dihydroisoxazole | 220370-59-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 4-cyanoethyl-5-trifluoromethyl-5-hydroxy-4,5-dihydroisoxazole
• 英文别名: 3-[5-hydroxy-5-(trifluoromethyl)-4H-1,2-oxazol-4-yl]propanenitrile
• CAS: 220370-59-2
• 化学式: C₇H₇F₃N₂O₂
• 分子量: 208.14
• InChiKey: RBLCHJXRWJLYTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  65.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-cyanoethyl-5-trifluoromethyl-5-hydroxy-4,5-dihydroisoxazole 以 三氟乙酸 为溶剂， 反应 48.0h， 以95%的产率得到3-[5-(trifluoromethyl)-1,2-oxazol-4-yl]propanamide
  参考文献：
  名称：

  A Simple Synthetic Method for Fluorine-containing 4H-Pyrano[3,2-d]isoxazoles and 4-Cyanoethylisoxazoles from 5-Trifluoroacetyl-2-methoxy-3,4-dihydro-2H-pyran with Hydroxylamine Hydrochloride

  摘要：

  5-Trifluoroacetyl-2-methoxy-3,4-dihydro-2H-pyran (1), prepared from 2-methoxy-3,4-dihydro-2H-pyran with trifluoroacetic anhydride, reacted cleanly with hydroxylamine hydrochloride in alcohol to give fluorine-containing 4H-pyrano[3,2-d]isoxazoles (2a-g) or 4-cyanoethyldihydroisoxazoles (3) selectively in moderate to high yields. Further conversion of 3 into 4-cyanoethylisoxazoles (4) was also described.

  DOI：

  10.3987/com-98-s(h)65
• 作为产物：
  描述：

  3,4-二氢-2-甲基-吡喃 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 19.0h， 生成 4-cyanoethyl-5-trifluoromethyl-5-hydroxy-4,5-dihydroisoxazole
  参考文献：
  名称：

  A Simple Synthetic Method for Fluorine-containing 4H-Pyrano[3,2-d]isoxazoles and 4-Cyanoethylisoxazoles from 5-Trifluoroacetyl-2-methoxy-3,4-dihydro-2H-pyran with Hydroxylamine Hydrochloride

  摘要：

  5-Trifluoroacetyl-2-methoxy-3,4-dihydro-2H-pyran (1), prepared from 2-methoxy-3,4-dihydro-2H-pyran with trifluoroacetic anhydride, reacted cleanly with hydroxylamine hydrochloride in alcohol to give fluorine-containing 4H-pyrano[3,2-d]isoxazoles (2a-g) or 4-cyanoethyldihydroisoxazoles (3) selectively in moderate to high yields. Further conversion of 3 into 4-cyanoethylisoxazoles (4) was also described.

  DOI：

  10.3987/com-98-s(h)65