2-[(2,3-dimethoxy-benzyl)-methyl-amino]-ethanol | 100252-63-9

• 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-[(2,3-dimethoxy-benzyl)-methyl-amino]-ethanol
• 英文别名: 2-[(2,3-Dimethoxy-benzyl)-methyl-amino]-aethanol；2-[(2,3-Dimethoxyphenyl)methyl-methylamino]ethanol
• CAS: 100252-63-9
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: JUTNZOPFBQIKKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 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：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(2,3-dimethoxy-benzyl)-methyl-amino]-ethanol 在 氨 、 sodium methylate 、 镍 作用下， 生成 [2-(3-amino-propoxy)-ethyl]-(2,3-dimethoxy-benzyl)-methyl-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：

  2,3-二甲氧基苯甲醛 在 氢化钾 、 氯化铵 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 24.0h， 生成 2-[(2,3-dimethoxy-benzyl)-methyl-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

• Generation and Reactivity of α-Amino-Substituted Arylmethyllithium Organometallics
  作者：Ugo Azzena、Luciano Pilo、Elisabetta Piras

  DOI：10.1016/s0040-4020(00)00303-3

  日期：2000.6

  Reductive cleavage of open chain and cyclic α-N,N-dialkylamino-substituted benzyl alkyl ethers 1a–f with a dispersion of Li metal and a catalytic amount of naphthalene in THF, allowed easy access to a wide array of α-N,N-dialkylamino-substituted benzyllithium derivatives. Reaction of these organometallics with various electrophiles afforded the expected products in satisfactory yields.

  开链和环状α - N，N-二烷基氨基取代的苄基烷基醚1a - f的还原裂解，分散有Li金属和催化量的萘在THF中，可以轻松获得各种α- N，N -二烷基氨基取代的苄基锂衍生物。这些有机金属与各种亲电试剂的反应以令人满意的产率提供了预期的产物。
• 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.