2-[ethyl-(2-methoxy-benzyl)-amino]-ethanol | 104743-43-3

• 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: 2-[ethyl-(2-methoxy-benzyl)-amino]-ethanol
• 英文别名: 2-[Aethyl-(2-methoxy-benzyl)-amino]-aethanol；2-[ethyl-[(2-methoxyphenyl)methyl]amino]ethanol
• CAS: 104743-43-3
• 化学式: C₁₂H₁₉NO₂
• mdl: MFCD16152500
• 分子量: 209.288
• InChiKey: IEGOKZRNCVZZPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[ethyl-(2-methoxy-benzyl)-amino]-ethanol 在 氨 、 镍 作用下， 生成 ethyl-[2-(3-amino-propoxy)-ethyl]-(2-methoxy-benzyl)-amine
  参考文献：
  名称：

  The Synthesis of Bis-quaternary Salts of Some 1,7-Phenanthroline Derivatives

  摘要：

  DOI：

  10.1021/ja01648a046
• 作为产物：
  描述：

  3-Ethyl-2-(2-methoxyphenyl)-1,3-oxazolidine 在 氢化钾 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 2-[ethyl-(2-methoxy-benzyl)-amino]-ethanol
  参考文献：
  名称：

  Reductive cleavage of N-substituted 2-aryl-1,3-oxazolidines: generation of .alpha.-amino-substituted carbanions

  摘要：

  The behavior of several N-substituted 2-aryl-1,3-oxazolidines has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The reduction led to the regioselective cleavage of the benzylic carbon-oxygen bond, with formation of the corresponding N-substituted benzylamino alcohols in good yields. Investigation of the mechanism of this reductive cleavage, with the aid of labeling experiments, showed the intermediate formation of alpha-tertiary amino-substituted carbanions.

  DOI：

  10.1021/jo00076a033

文献信息

• The Synthesis of Bis-quaternary Salts of Some 1,7-Phenanthroline Derivatives
  作者：Alexander R. Surrey、Arthur J. Olivet、James O. Hoppe

  DOI：10.1021/ja01648a046

  日期：1954.10
• Reductive cleavage of N-substituted 2-aryl-1,3-oxazolidines: generation of .alpha.-amino-substituted carbanions
  作者：Ugo Azzena、Giovanni Melloni、Cristina Nigra

  DOI：10.1021/jo00076a033

  日期：1993.11

  The behavior of several N-substituted 2-aryl-1,3-oxazolidines has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The reduction led to the regioselective cleavage of the benzylic carbon-oxygen bond, with formation of the corresponding N-substituted benzylamino alcohols in good yields. Investigation of the mechanism of this reductive cleavage, with the aid of labeling experiments, showed the intermediate formation of alpha-tertiary amino-substituted carbanions.