2-(3-phenylpropyl)-1H-pyrrole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(3-phenylpropyl)-1H-pyrrole
• 英文别名: 2-(3-Phenylpropyl)pyrrole
• 化学式: C₁₃H₁₅N
• 分子量: 185.269
• InChiKey: NUVWZPHQYKBNRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  吡咯 、 1-氯-3-苯基丙烷 在 1-n-butyl-3-methylimidazolim hexafluoroantimonate 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以55%的产率得到2-(3-phenylpropyl)-1H-pyrrole
  参考文献：
  名称：

  Mono- and Dialkylations of Pyrrole at C2 and C5 Positions by Nucleophilic Substitution Reaction in Ionic Liquid

  摘要：

  A novel ionic liquid methodology for pyrrole C-alkylation is described. The pyrrole alkylation is achieved with various simple alkyl halides and mesylates selectively at C2 and C5 positions in good yields with minimal byproducts under relatively mild conditions in various ionic liquids. 2-(3-Phenylpropyl)pyrrole (2a) was synthesized from pyrrole and 1-bromo-3-phenylpropane in a mixture solvent system, [bmim][SbF6] and CH3CN, in 81% yield at 115 degrees C for 44 h with 5% yield of dialkylated compound 3a.

  DOI：

  10.1021/ol047446v

文献信息

• N-phenylpropylsubstituierte Azole, Verfahren zu ihrer Herstellung und diese enthaltende Fungizide
  申请人：BASF Aktiengesellschaft

  公开号：EP0025882A1

  公开（公告）日：1981-04-01

  N-Phenylpropylsubstituierte Azole der Formel in der R' einen Alkylrest oder Halogen, R2 Wasserstoff, einen Alkylrest oder Aralkylrest, der durch Halogen substituiert sein kann, m die Zahlen 0 bis 3 und X CH oder N bedeuten, sowie deren pflanzenphysiologisch verträgliche Säureadditionssalze und Metallkomplexe, Verfahren zu ihrer Herstellung und diese enthaltende Fungizide.

  式中 R' 为烷基或卤素，R2 为氢、烷基或可被卤素取代的芳烷基，m 为 0 至 3，X 为 CH 或 N 的 N-苯基丙基取代的唑类化合物，以及它们在植物生理上可耐受的酸加成盐和金属络合物，其制备方法和含有它们的杀真菌剂。
• RED ORGANIC ELECTROLUMINESCENCE ELEMENT
  申请人：Ikeda Kiyoshi

  公开号：US20090033218A1

  公开（公告）日：2009-02-05

  Provided is an organic electroluminescence device in which a single or a plurality of thin organic layers including at least a light emitting layer are sandwiched between an anode and a cathode. At least one of the thin organic layers includes: (A) a perylene compound having at least one halogen atom in its molecule; and (B) a compound having a fused aromatic ring having a ring carbon atoms of 12 to 15. The organic EL device has a high luminous efficiency and a long lifetime and is capable of emitting light having a color range of from an orange color to a red color.
• Mono- and Dialkylations of Pyrrole at C2 and C5 Positions by Nucleophilic Substitution Reaction in Ionic Liquid
  作者：Yogesh R. Jorapur、Chang-Hee Lee、Dae Yoon Chi

  DOI：10.1021/ol047446v

  日期：2005.3.1

  A novel ionic liquid methodology for pyrrole C-alkylation is described. The pyrrole alkylation is achieved with various simple alkyl halides and mesylates selectively at C2 and C5 positions in good yields with minimal byproducts under relatively mild conditions in various ionic liquids. 2-(3-Phenylpropyl)pyrrole (2a) was synthesized from pyrrole and 1-bromo-3-phenylpropane in a mixture solvent system, [bmim][SbF6] and CH3CN, in 81% yield at 115 degrees C for 44 h with 5% yield of dialkylated compound 3a.