2-甲基-2-丙基(2-氯丙基)氨基甲酸酯 | 272791-90-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-甲基-2-丙基(2-氯丙基)氨基甲酸酯
• 英文名称: tert-butyl 2-chloropropylcarbamate
• 英文别名: tert-butyl N-(2-chloropropyl)carbamate
• CAS: 272791-90-9
• 化学式: C₈H₁₆ClNO₂
• mdl: MFCD23777279
• 分子量: 193.674
• InChiKey: BBAFVRDQRAEQAF-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：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-甲基-2-苯基吲哚 、 2-甲基-2-丙基(2-氯丙基)氨基甲酸酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以70%的产率得到
  参考文献：
  名称：

  An intramolecular cascade cyclization of 2-aryl indoles: efficient methods for the construction of 2,3-functionalized indolines and 3-indolinones

  摘要：

  已开发出对2-芳基吲哚进行的实用且便利的分子内N/O-亲核环化反应，产率为80-95%，得到相应的2-氮杂-3-氧杂吲哚烷和3-吲哚酮。

  DOI：

  10.1039/c4ob00511b
• 作为产物：
  描述：

  在 FeCl2(phen)3 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以64%的产率得到2-甲基-2-丙基(2-氯丙基)氨基甲酸酯
  参考文献：
  名称：

  FeCl2介导的菲咯啉配体加速碘代烷的亲核氯化

  摘要：

  Alkyl halides have been considered not only important building blocks but also useful intermediates in synthetic methods of nucleophilic substitution, metal-halogen exchange, and cross-coupling reactions. As the practical synthesis of various alkyl halides, the halogen exchange is one of the fundamental and efficient reactions, which is mainly used for preparing alkyl bromides or iodides. Finkelstein-type reactions(1) have been well studied for the conversion of alkyl chlorides to the corresponding bromides or iodides and alkyl bromides to iodides, which reaction is an equilibrium shifted by taking advantage of the different solubility of the resulting sodium salt in acetone. However, the reverse processes, the replacement of iodide by bromide or chloride, or of bromide by chloride, were not simple.

  DOI：

  10.1002/bkcs.11453

文献信息

• FeCl₂ -mediated Nucleophilic Chlorination of Iodoalkanes Accelerated by Phenanthroline Ligand
  作者：Joon Young Hwang、Jung Ha Shin、Eun Young Seong、Eun Joo Kang

  DOI：10.1002/bkcs.11453

  日期：2018.5

  Alkyl halides have been considered not only important building blocks but also useful intermediates in synthetic methods of nucleophilic substitution, metal-halogen exchange, and cross-coupling reactions. As the practical synthesis of various alkyl halides, the halogen exchange is one of the fundamental and efficient reactions, which is mainly used for preparing alkyl bromides or iodides. Finkelstein-type reactions(1) have been well studied for the conversion of alkyl chlorides to the corresponding bromides or iodides and alkyl bromides to iodides, which reaction is an equilibrium shifted by taking advantage of the different solubility of the resulting sodium salt in acetone. However, the reverse processes, the replacement of iodide by bromide or chloride, or of bromide by chloride, were not simple.
• An intramolecular cascade cyclization of 2-aryl indoles: efficient methods for the construction of 2,3-functionalized indolines and 3-indolinones
  作者：Arun K. Ghosh、Zhi-Hua Chen

  DOI：10.1039/c4ob00511b

  日期：——

  Practical and convenient intramolecularN/O-nucleophilic cyclization of 2-aryl indoles has been developed to afford the corresponding 2-aza-3-oxa indolines and 3-indolinones in 80–95% yield.

  已开发出对2-芳基吲哚进行的实用且便利的分子内N/O-亲核环化反应，产率为80-95%，得到相应的2-氮杂-3-氧杂吲哚烷和3-吲哚酮。