2-烯丙基-2-甲氧基吡咯烷-1-腈 | 1024684-75-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-烯丙基-2-甲氧基吡咯烷-1-腈
• 英文名称: 2-allyl-2-methoxypyrrolidine-1-carbonitrile
• 英文别名: 2-Methoxy-2-prop-2-enylpyrrolidine-1-carbonitrile
• CAS: 1024684-75-0
• 化学式: C₉H₁₄N₂O
• 分子量: 166.223
• InChiKey: STXUXJWMLGXYNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-烯丙基-2-甲氧基吡咯烷-1-腈 、 烯丙基三甲基硅烷 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到2,2-diallylpiperidine-1-carbonitrile
  参考文献：
  名称：

  High regioselectivity in electrochemical α-methoxylation of N-protected cyclic amines

  摘要：

  N-Protecting groups of alpha-substituted cyclic amines strongly affected the regioselectivity in electrochemical methoxylation of these compounds. Namely, N-acyl derivatives were transformed into alpha'-methoxylated compounds, while N-cyano derivatives changed into alpha-methoxylated derivatives. Furthermore, Lewis acid catalyzed nucleophilic substitution of the alpha-methoxylated compounds protected with cyano group afforded alpha,alpha-disubstituted cyclic amines. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.060
• 作为产物：
  描述：

  甲醇 、 2-allylpyrrolidine-1-carbonitrile 在 N,N,N,N-tetraethylammonium tetrafluoroborate 作用下， 生成 2-Methoxy-5-prop-2-enylpyrrolidine-1-carbonitrile 、 2-烯丙基-2-甲氧基吡咯烷-1-腈
  参考文献：
  名称：

  High regioselectivity in electrochemical α-methoxylation of N-protected cyclic amines

  摘要：

  N-Protecting groups of alpha-substituted cyclic amines strongly affected the regioselectivity in electrochemical methoxylation of these compounds. Namely, N-acyl derivatives were transformed into alpha'-methoxylated compounds, while N-cyano derivatives changed into alpha-methoxylated derivatives. Furthermore, Lewis acid catalyzed nucleophilic substitution of the alpha-methoxylated compounds protected with cyano group afforded alpha,alpha-disubstituted cyclic amines. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.060