2-[2-(2,5-dimethyl-phenyl)-2-oxo-ethyl]-isoindole-1,3-dione | 313495-39-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[2-(2,5-dimethyl-phenyl)-2-oxo-ethyl]-isoindole-1,3-dione
• 英文别名: 2-[2-(2,5-Dimethylphenyl)-2-oxoethyl]isoindole-1,3-dione
• CAS: 313495-39-5
• 化学式: C₁₈H₁₅NO₃
• 分子量: 293.322
• InChiKey: GCPIOZAKJUPSSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2-(2,5-dimethyl-phenyl)-2-oxo-ethyl]-isoindole-1,3-dione 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 反应 24.0h， 以97%的产率得到2-[2-(2,5-dimethyl-phenyl)-2-hydroxy-ethyl]-isoindole-1,3-dione
  参考文献：
  名称：

  Efficient Preparation of Biologically Important 1,2-Amino Alcohols

  摘要：

  An efficient three-step methodology developed for the preparation of 1,2-amino alcohols. In the first step a rapid coupling between bromoketones and potassium phthalimide in ionic liquid produced alpha-phthalimido ketones in quantitative yields, which is followed by a facile reduction using NaCNBH3 in acetic acid to give corresponding phthalimido alcohols and finally effecting hydrazinolysis in water at 60 degrees C to yield biologically important 1,2-amino alcohols.

  DOI：

  10.1080/00397911.2011.603876
• 作为产物：
  描述：

  2-溴-1-(2,5-二甲基苯基)乙酮 、 potassium phtalimide 反应 0.25h， 以97%的产率得到2-[2-(2,5-dimethyl-phenyl)-2-oxo-ethyl]-isoindole-1,3-dione
  参考文献：
  名称：

  Efficient Preparation of Biologically Important 1,2-Amino Alcohols

  摘要：

  An efficient three-step methodology developed for the preparation of 1,2-amino alcohols. In the first step a rapid coupling between bromoketones and potassium phthalimide in ionic liquid produced alpha-phthalimido ketones in quantitative yields, which is followed by a facile reduction using NaCNBH3 in acetic acid to give corresponding phthalimido alcohols and finally effecting hydrazinolysis in water at 60 degrees C to yield biologically important 1,2-amino alcohols.

  DOI：

  10.1080/00397911.2011.603876

文献信息

• Efficient Preparation of Biologically Important 1,2-Amino Alcohols
  作者：Pankaj Gupta、Abdul Rouf、Bhahwal A. Shah、Debaraj Mukherjee、Subhash C. Taneja

  DOI：10.1080/00397911.2011.603876

  日期：2013.1.1

  An efficient three-step methodology developed for the preparation of 1,2-amino alcohols. In the first step a rapid coupling between bromoketones and potassium phthalimide in ionic liquid produced alpha-phthalimido ketones in quantitative yields, which is followed by a facile reduction using NaCNBH3 in acetic acid to give corresponding phthalimido alcohols and finally effecting hydrazinolysis in water at 60 degrees C to yield biologically important 1,2-amino alcohols.