2-(ethyl-[1]naphthylmethyl-amino)-ethanol | 10139-89-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(ethyl-[1]naphthylmethyl-amino)-ethanol
• 英文别名: 2-(Aethyl-[1]naphthylmethyl-amino)-aethanol；2-[Ethyl(naphthalen-1-ylmethyl)amino]ethanol
• CAS: 10139-89-6
• 化学式: C₁₅H₁₉NO
• mdl: MFCD08676278
• 分子量: 229.322
• InChiKey: LMPSOHRJZZCXOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(ethyl-[1]naphthylmethyl-amino)-ethanol 在 三碘化磷 作用下， 生成 ethyl-(2-iodo-ethyl)-[1]naphthylmethyl-amine
  参考文献：
  名称：

  383. ñ -乙基（或甲基或苯基） - ñ -2-卤代乙基-1'（或-2'） -萘基-甲胺。第一部分：结构和药理活性

  摘要：

  DOI：

  10.1039/jr9530001865
• 作为产物：
  描述：

  3-Ethyl-2-naphthalen-1-yl-oxazolidine 在 氢化钾 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 2-(ethyl-[1]naphthylmethyl-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

• Lower alkyl and alkenyl n-(1-naphthyl methyl) n-hydroxyethyl amines
  申请人：PARKE DAVIS & CO

  公开号：US02573606A1

  公开（公告）日：1951-10-30
• US2573605
  申请人：——

  公开号：——

  公开（公告）日：——
• 383. N-ethyl(or-methyl or-phenyl)-N-2-halogenoethyl-1′(or -2′)-naphthyl-methylamines. Part I. Structure and pharmacological activity
  作者：N. B. Chapman、J. W. James

  DOI：10.1039/jr9530001865

  日期：——
• 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.