3-methyl-1-phenethyl-pyridinium; bromide | 6962-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-methyl-1-phenethyl-pyridinium; bromide
• 英文别名: 3-Methyl-1-phenaethyl-pyridinium; Bromid；3-Methyl-1-(2-phenylethyl)pyridin-1-ium bromide；3-methyl-1-(2-phenylethyl)pyridin-1-ium;bromide
• CAS: 6962-40-9
• 化学式: Br*C₁₄H₁₆N
• 分子量: 278.192
• InChiKey: SOXDOCFQHKFCLM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.47
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-methyl-1-phenethyl-pyridinium; bromide 在 甲醇 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以83%的产率得到1-(2-phenylethyl)-3-methyl-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  在三氟甲磺酸存在下1-苯乙基-1,2,3,6-四氢吡啶的转化

  摘要：

  1-苯乙基1,2,3,6-四氢吡啶在三氟甲磺酸介质中进行分子内Friedel-Crafts反应，形成氮杂三环结构。结果表明，该反应的方向取决于取代基相对于四氢吡啶中多键的位置。所得化合物的结构通过一套光谱分析方法确认。

  DOI：

  10.1007/s10593-020-02748-8
• 作为产物：
  描述：

  苯乙醇 在 氢溴酸 作用下， 以 硝基甲烷 为溶剂， 生成 3-methyl-1-phenethyl-pyridinium; bromide
  参考文献：
  名称：

  Effect of structure of nucleophile and substrate on the quaternization of heterocyclic amines

  摘要：

  The influence of the nature of the quaternizing agent and substrate on the quaternization of heterocyclic amines, derivatives of pyridine, beta-picoline, nicotinamide, pyridoxine, was studied. The synthesized compounds were characterized by IR spectroscopy and elemental analysis. The conclusions were made about the effect of the structure of nucleophile and substrate on the process of quaternization reaction.

  DOI：

  10.1134/s1070363210050294

文献信息

• Some Quaternary Ammonium Salts of Heterocyclic Bases^1,2
  作者：Jonathan L. Hartwell、Sylvia R. L. Kornberg

  DOI：10.1021/ja01209a048

  日期：1946.5
• Effect of structure of nucleophile and substrate on the quaternization of heterocyclic amines
  作者：O. E. Zhuravlev、N. V. Verolainen、L. I. Voronchikhina

  DOI：10.1134/s1070363210050294

  日期：2010.5

  The influence of the nature of the quaternizing agent and substrate on the quaternization of heterocyclic amines, derivatives of pyridine, beta-picoline, nicotinamide, pyridoxine, was studied. The synthesized compounds were characterized by IR spectroscopy and elemental analysis. The conclusions were made about the effect of the structure of nucleophile and substrate on the process of quaternization reaction.
• Transformations of 1-phenethyl-1,2,3,6-tetrahydropyridines in the presence of trifluoromethanesulfonic acid
  作者：Vera A. Shadrikova、Alexander S. Popov、Maria V. Termelyova、Marat R. Baimuratov、Yuri N. Klimochkin

  DOI：10.1007/s10593-020-02748-8

  日期：2020.7

  1-Phenethyl-1,2,3,6-tetrahydropyridines undergo intramolecular Friedel–Crafts reaction in trifluoromethanesulfonic acid medium, resulting in the formation of azatricyclic structures. It was shown that the direction of this reaction depended on the position of the substituent relative to the multiple bond in tetrahydropyridine. The structures of the obtained compounds were confirmed by a set of spectral

  1-苯乙基1,2,3,6-四氢吡啶在三氟甲磺酸介质中进行分子内Friedel-Crafts反应，形成氮杂三环结构。结果表明，该反应的方向取决于取代基相对于四氢吡啶中多键的位置。所得化合物的结构通过一套光谱分析方法确认。