7-Dimethylamino-1(3H)-isobenzofuranon | 65399-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 7-Dimethylamino-1(3H)-isobenzofuranon
• 英文别名: 7-dimethylamino-3H-isobenzofuran-1-one；7-Dimethylaminophthalid；7-(dimethylamino)-3H-2-benzofuran-1-one
• CAS: 65399-08-8
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: CGDJBVZBNVFBMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-Dimethylamino-1(3H)-isobenzofuranon 、 甲基锂 以 四氢呋喃 、 乙醚 为溶剂， 反应 5.0h， 以77%的产率得到1,3-Dihydro-7-dimethylamino-1-methyl-isobenzofuran-1-ol
  参考文献：
  名称：

  Synthese neuer N, N,1,1-Tetramethyl-isobenzofuranamine

  摘要：

  The nitrophthalides 3 a - d aimed as intermediates in the synthesis of the title compounds 6 a - d were obtained via regioselective reduction of 3-nitro-phthalic anhydride 1 or by nitration of phthalide and 3,3-dimethylphthalide, respectively. Reductive methylation of the nitro groups afforded the dimethylaminophthalides 5 a - d which in turn were reacted with MeMgI or in the case of 5 d reduced by LiAlH4 leading finally to the title compounds.

  DOI：

  10.1002/prac.19933350104
• 作为产物：
  描述：

  聚合甲醛 、 7-硝基-1(3h)-异苯并呋喃酮 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 水 、 乙酸乙酯 为溶剂， 以80%的产率得到7-Dimethylamino-1(3H)-isobenzofuranon
  参考文献：
  名称：

  Synthese neuer N, N,1,1-Tetramethyl-isobenzofuranamine

  摘要：

  The nitrophthalides 3 a - d aimed as intermediates in the synthesis of the title compounds 6 a - d were obtained via regioselective reduction of 3-nitro-phthalic anhydride 1 or by nitration of phthalide and 3,3-dimethylphthalide, respectively. Reductive methylation of the nitro groups afforded the dimethylaminophthalides 5 a - d which in turn were reacted with MeMgI or in the case of 5 d reduced by LiAlH4 leading finally to the title compounds.

  DOI：

  10.1002/prac.19933350104