N<2-(dimethylamino)methylene>-4-tert-butylcyclohexan-1-one | 66549-70-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N<2-(dimethylamino)methylene>-4-tert-butylcyclohexan-1-one
• 英文别名: 4-(Tert-butyl)-2-((dimethylamino)methylene)cyclohexan-1-one；(2Z)-4-tert-butyl-2-(dimethylaminomethylidene)cyclohexan-1-one
• CAS: 66549-70-0
• 化学式: C₁₃H₂₃NO
• 分子量: 209.332
• InChiKey: SNXYQXLWVGTVPA-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N<2-(dimethylamino)methylene>-4-tert-butylcyclohexan-1-one 在 sodium hydroxide 、 2,6-二叔丁基-4-甲基吡啶 、 tetramethylammonium glycinate 作用下， 以 甲醇 为溶剂， 反应 4.25h， 生成 5-tert-butyl-4,5,6,7-tetrahydroisoindole
  参考文献：
  名称：

  Tetramethylammonium Glycinate: A New Reagent for Improved Pyrrole Synthesis by [3+2] Cyclization

  摘要：

  The novel reagent tetramethylammonium glycinate has been introduced as the most effective glycine derivative for the convenient synthesis of 4,5,6,7-tetrahydroisoindoles (or pyrroles unsubstituted in the 2 and 5 positions) from 1,3-dicarbonyl compounds by [3+2] cyclization. The reaction has been shown to be catalyzed by 2,6-di(tert.butyl)pyridine reagents to triple the reported yield.

  DOI：

  10.1080/00397919108021790
• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 4-叔丁基环己酮 在 三乙胺 作用下， 反应 18.0h， 以47%的产率得到N<2-(dimethylamino)methylene>-4-tert-butylcyclohexan-1-one
  参考文献：
  名称：

  Tetramethylammonium Glycinate: A New Reagent for Improved Pyrrole Synthesis by [3+2] Cyclization

  摘要：

  The novel reagent tetramethylammonium glycinate has been introduced as the most effective glycine derivative for the convenient synthesis of 4,5,6,7-tetrahydroisoindoles (or pyrroles unsubstituted in the 2 and 5 positions) from 1,3-dicarbonyl compounds by [3+2] cyclization. The reaction has been shown to be catalyzed by 2,6-di(tert.butyl)pyridine reagents to triple the reported yield.

  DOI：

  10.1080/00397919108021790

文献信息

• Tetramethylammonium Glycinate: A New Reagent for Improved Pyrrole Synthesis by [3+2] Cyclization
  作者：M. Aslam Ansari、J. Cymerman Craig

  DOI：10.1080/00397919108021790

  日期：1991.9

  The novel reagent tetramethylammonium glycinate has been introduced as the most effective glycine derivative for the convenient synthesis of 4,5,6,7-tetrahydroisoindoles (or pyrroles unsubstituted in the 2 and 5 positions) from 1,3-dicarbonyl compounds by [3+2] cyclization. The reaction has been shown to be catalyzed by 2,6-di(tert.butyl)pyridine reagents to triple the reported yield.