N,N-Dimethyl-2,3-dimethoxy-6-methylbenzylamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-Dimethyl-2,3-dimethoxy-6-methylbenzylamine
• 英文别名: 1-(2,3-dimethoxy-6-methylphenyl)-N,N-dimethylmethanamine
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: USEPHLNLFLLNET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-Dimethyl-N-<(trimethylsilyl)methyl>-3,4-dimethoxybenzylammonium iodide 在 cesium fluoride 作用下， 以 六甲基磷酰三胺 为溶剂， 反应 3.0h， 生成 3,4-二甲氧基甲苯 、 N,N-Dimethyl-2,3-dimethoxy-6-methylbenzylamine
  参考文献：
  名称：

  Rearrangement of (Polymethoxybenzyl)ammonium N-Methylides

  摘要：

  Reaction of N,N-dimethyl-N-[(trimethylsilyl)methyl](polymethoxy-substituted benzyl)ammonium iodides 1a-e with cesium fluoride gave polymethoxy-substituted 5-[(dimethylamino)methyl]-6-methylene-1,3-cyclohexadienes 3 and 5 ([2,3] sigmatropic rearrangement products). However, these were quickly hydrolyzed to polymethoxytoluenes 8 during the aqueous workup. The pathway of the hydrolysis of 3 and 5 is discussed.

  DOI：

  10.1021/jo00104a055

文献信息

• Rearrangement of (Polymethoxybenzyl)ammonium N-Methylides
  作者：Yasuhiro Maeda、Naohiro Shirai、Yoshiro Sato、Hiroshi Tatewaki

  DOI：10.1021/jo00104a055

  日期：1994.12

  Reaction of N,N-dimethyl-N-[(trimethylsilyl)methyl](polymethoxy-substituted benzyl)ammonium iodides 1a-e with cesium fluoride gave polymethoxy-substituted 5-[(dimethylamino)methyl]-6-methylene-1,3-cyclohexadienes 3 and 5 ([2,3] sigmatropic rearrangement products). However, these were quickly hydrolyzed to polymethoxytoluenes 8 during the aqueous workup. The pathway of the hydrolysis of 3 and 5 is discussed.