1-[(1S)-1-phenylethyl]-4,5-dihydro-1H-imidazole | 162824-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[(1S)-1-phenylethyl]-4,5-dihydro-1H-imidazole
• 英文别名: 1-[(1S)-1-Phenylethyl]-4,5-dihydro-1H-imidazole；1-[(1S)-1-phenylethyl]-4,5-dihydroimidazole
• CAS: 162824-56-8
• 化学式: C₁₁H₁₄N₂
• 分子量: 174.246
• InChiKey: RUWQGMPWAFOMDC-JTQLQIEISA-N

物化性质

• 沸点：
  278.3±33.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[(1S)-1-phenylethyl]-4,5-dihydro-1H-imidazole 在 barium permanganate 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以59%的产率得到1-[(1S)-1-苯基乙基]咪唑
  参考文献：
  名称：

  New chiral imidazolinic derivatives

  摘要：

  Novel C-2 substituted 4,5-dihydroimidazoles and imidazoles bearing an N-linked stereogenic group were rapidly prepared from a chiral primary amine. Quaternization of these derivatives resulted in a range of scalemic room temperature ionic liquids. The ability of the imidazolium species to act as reaction medium and/or phase transfer catalyst was also assessed. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.01.014
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 在 溶剂黄146 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 生成 1-[(1S)-1-phenylethyl]-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  New chiral imidazolinic derivatives

  摘要：

  Novel C-2 substituted 4,5-dihydroimidazoles and imidazoles bearing an N-linked stereogenic group were rapidly prepared from a chiral primary amine. Quaternization of these derivatives resulted in a range of scalemic room temperature ionic liquids. The ability of the imidazolium species to act as reaction medium and/or phase transfer catalyst was also assessed. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.01.014

文献信息

• Synthesis of novel room temperature chiral ionic liquids: application as reaction media for the heck arylation of aza-endocyclic acrylates
  作者：Julio C. Pastre、Yves Génisson、Nathalie Saffon、Jany Dandurand、Carlos R. D. Correia

  DOI：10.1590/s0103-50532010000500009

  日期：——

  New achiral and chiral RTILs were prepared using novel and/or optimized synthetic routes. These new series of imidazolinium, imidazolium, pyridinium and nicotine-derived ionic liquids were fully characterized including differential scanning calorimetry (DSC) analysis. The performance of these achiral and chiral room temperature ionic liquids (RTILs) was demonstrated by means of the Heck arylation of endocyclic acrylates employing arenediazonium salts and aryl iodides. The Heck arylations performed in the presence of these ionic entities, either as a solvent or as an additive, were effective leading to complete conversion of the substrate and good to excellent yield of the Heck adduct. In spite of the good performances, no asymmetric induction was observed in any of the cases studied. Two new diastereoisomeric NHC-palladium complexes were prepared in good yields from a chiral imidazolium salt and their structure characterized by X-ray diffraction. Overall, the Heck arylations employing arenediazonium tetrafluoroborates in RTILs were more effective than the traditional protocols employing aryl iodides in terms of reactivity and yields.
• New chiral imidazolinic derivatives
  作者：Yves Génisson、Nancy Lauth-de Viguerie、Chantal André、Michel Baltas、Liliane Gorrichon

  DOI：10.1016/j.tetasy.2005.01.014

  日期：2005.3

  Novel C-2 substituted 4,5-dihydroimidazoles and imidazoles bearing an N-linked stereogenic group were rapidly prepared from a chiral primary amine. Quaternization of these derivatives resulted in a range of scalemic room temperature ionic liquids. The ability of the imidazolium species to act as reaction medium and/or phase transfer catalyst was also assessed. (C) 2005 Elsevier Ltd. All rights reserved.