1-ethyl-3-[(2S)-1-methylpyrrolidin-2-yl]pyridinium bromide | 1137582-30-9

• 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: 1-ethyl-3-[(2S)-1-methylpyrrolidin-2-yl]pyridinium bromide
• CAS: 1137582-30-9
• 化学式: Br*C₁₂H₁₉N₂
• 分子量: 271.2
• InChiKey: JWTXYYODDLQYIB-YDALLXLXSA-M

物化性质

• 熔点：
  61 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -1.24
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  7.12
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-ethyl-3-[(2S)-1-methylpyrrolidin-2-yl]pyridinium bromide 在 氟硼酸钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以75%的产率得到1-ethyl-3-[(2S)-1-methylpyrrolidin-2-yl]pyridinium tetrafluoroborate
  参考文献：
  名称：

  Chiral ionic liquids based on nicotine for the chiral recognition of carboxylic acids

  摘要：

  The synthesis of enantiopure ionic liquids based on (-)-nicotine is discussed. The desired compounds were prepared in good yields from (-)-nicotine via quaternization of the pyridine ring of (-)-nicotine with MeI and EtBr. After anion metathesis the ionic liquids were investigated as chiral solvating agents and showed a splitting of the signals of Mosher's acid and mandelic acid in the H-1 and F-19 NMR spectra. In addition to aprotic solvents it was also possible to use methanol in the experiments. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.07.021
• 作为产物：
  描述：

  溴乙烷 、 烟碱 以 氯仿 为溶剂， 反应 15.0h， 以41%的产率得到1-ethyl-3-[(2S)-1-methylpyrrolidin-2-yl]pyridinium bromide
  参考文献：
  名称：

  Chiral ionic liquids based on nicotine for the chiral recognition of carboxylic acids

  摘要：

  The synthesis of enantiopure ionic liquids based on (-)-nicotine is discussed. The desired compounds were prepared in good yields from (-)-nicotine via quaternization of the pyridine ring of (-)-nicotine with MeI and EtBr. After anion metathesis the ionic liquids were investigated as chiral solvating agents and showed a splitting of the signals of Mosher's acid and mandelic acid in the H-1 and F-19 NMR spectra. In addition to aprotic solvents it was also possible to use methanol in the experiments. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.07.021