1-[(2-nitrophenyl)methyl]pyrrole-2-carbinol | 773868-91-0

• 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-[(2-nitrophenyl)methyl]pyrrole-2-carbinol
• 英文别名: (1-(2-Nitrobenzyl)-1H-pyrrol-2-yl)methanol；[1-[(2-nitrophenyl)methyl]pyrrol-2-yl]methanol
• CAS: 773868-91-0
• 化学式: C₁₂H₁₂N₂O₃
• mdl: MFCD06203125
• 分子量: 232.239
• InChiKey: KGNOLQDPHBCRMF-UHFFFAOYSA-N

物化性质

• 沸点：
  407.0±30.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(2-nitrophenyl)methyl]pyrrole-2-carbinol 在 sodium hypophosphite 、 5%-palladium/activated carbon 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以69%的产率得到1-[(2-aminophenyl)methyl]pyrrole-2-carbinol
  参考文献：
  名称：

  Gas-liquid flow hydrogenation of nitroarenes: Efficient access to a pharmaceutically relevant pyrrolobenzo[1,4]diazepine scaffold

  摘要：

  Using a Tube-in-Tube device based on the amorphous Teflon AF-2400 fluoropolymer, a series of nitroarenes was hydrogenated to afford the corresponding aniline compounds. The system was then applied to the construction of a pyrrolobenzo[1,4]diazapene scaffold through a tandem hydrogenation-condensation-hydrogenation sequence. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.09.025
• 作为产物：
  描述：

  1-(2-硝基苄基)吡咯-2-甲醛 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以89%的产率得到1-[(2-nitrophenyl)methyl]pyrrole-2-carbinol
  参考文献：
  名称：

  Gas-liquid flow hydrogenation of nitroarenes: Efficient access to a pharmaceutically relevant pyrrolobenzo[1,4]diazepine scaffold

  摘要：

  Using a Tube-in-Tube device based on the amorphous Teflon AF-2400 fluoropolymer, a series of nitroarenes was hydrogenated to afford the corresponding aniline compounds. The system was then applied to the construction of a pyrrolobenzo[1,4]diazapene scaffold through a tandem hydrogenation-condensation-hydrogenation sequence. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.09.025

文献信息

• Gas-liquid flow hydrogenation of nitroarenes: Efficient access to a pharmaceutically relevant pyrrolobenzo[1,4]diazepine scaffold
  作者：Eleni Dimitriou、Richard H. Jones、Robin G. Pritchard、Gavin J. Miller、Matthew O'Brien

  DOI：10.1016/j.tet.2018.09.025

  日期：2018.11

  Using a Tube-in-Tube device based on the amorphous Teflon AF-2400 fluoropolymer, a series of nitroarenes was hydrogenated to afford the corresponding aniline compounds. The system was then applied to the construction of a pyrrolobenzo[1,4]diazapene scaffold through a tandem hydrogenation-condensation-hydrogenation sequence. (C) 2018 Elsevier Ltd. All rights reserved.