4-[(4-fluorophenyl)amino]butan-1-ol | 435345-40-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[(4-fluorophenyl)amino]butan-1-ol
• 英文别名: 4-(4-fluorophenyl)amino-1-butanol；4-(4-fluoroanilino)butan-1-ol
• CAS: 435345-40-7
• 化学式: C₁₀H₁₄FNO
• mdl: MFCD02603508
• 分子量: 183.226
• InChiKey: CLRMKAVGSIJKOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922199090

反应信息

• 作为产物：
  描述：

  1-(4-氟苯基)-2-吡咯烷酮 在 Cp*RuCl(2-C₅H₄CH₂NH₂) 、 potassium tert-butylate 、 氢气 作用下， 以 异丙醇 为溶剂， 100.0 ℃ 、5.0 MPa 条件下， 反应 24.0h， 以75%的产率得到4-[(4-fluorophenyl)amino]butan-1-ol
  参考文献：
  名称：

  Catalytic Hydrogenation of Carboxamides and Esters by Well-Defined Cp*Ru Complexes Bearing a Protic Amine Ligand

  摘要：

  A novel catalytic method for the straightforward hydrogenation of carboxamides and esters to primary alcohols has been developed. Chiral modification in the ligand sphere of the well-defined Cp*Ru catalyst molecule opens up a new possibility for the development of an enantioselective hydrogenation of racemic substrates via dynamic kinetic resolution.

  DOI：

  10.1021/ja1117254

文献信息

• An efficient and atom-economical route to <i>N</i>-aryl amino alcohols from primary amines
  作者：Zhen Xiao、Juanjuan Li、Qiang Yue、Qian Zhang、Dong Li

  DOI：10.1039/c8ra07355d

  日期：——

  In this paper we reported a novel method for generation of N-aryl amino alcohols from N,N-disubstituted picolinamides through reduction/ring-opening reaction with NaBH4. The N,N-disubstituted picolinamides can be easily obtained from primary amines after convenient condensation with picolinic acid and coupling with cyclic ethers. The whole route proceeded under simple and mild conditions with high

  在本文中，我们报道了一种通过与 NaBH 4的还原/开环反应由N , N-二取代吡啶酰胺生成N-芳基氨基醇的新方法。N , N-二取代的吡啶甲酰胺可以很容易地由伯胺与吡啶甲酸缩合并与环醚偶联后得到。整个路线在简单温和的条件下进行，效率很高。吡啶甲酸可以在反应后以吡啶酚的形式回收。它指出了一种从伯胺制备N-芳基氨基醇的有效且原子经济的途径。
• A new palladium-mediated approach to 4-N-arylamino-1-butanols from peroxidic tetrahydrofuran and primary aromatic amines
  作者：Henry F. Russell、John B. Bremner、Jennifer Bushelle-Edghill、Melissa R. Lewis、Stacey R. Thomas、Floyd Bates

  DOI：10.1016/j.tetlet.2006.12.136

  日期：2007.2

  Reaction of primary aromatic amines with peroxidic tetrahydrofuran (THF) in the presence of hydrogen and 10%, palladium on carbon catalyst results in THF ring opening to give 4-N-arylamino-1-butanols in a good yield. The reaction mechanism is believed to involve a free-radical sequence resulting in an imino alcohol subsequently reduced to product. (c) 2007 Elsevier Ltd. All rights reserved.
• Catalytic Hydrogenation of Carboxamides and Esters by Well-Defined Cp*Ru Complexes Bearing a Protic Amine Ligand
  作者：Masato Ito、Takashi Ootsuka、Ryo Watari、Akira Shiibashi、Akio Himizu、Takao Ikariya

  DOI：10.1021/ja1117254

  日期：2011.3.30

  A novel catalytic method for the straightforward hydrogenation of carboxamides and esters to primary alcohols has been developed. Chiral modification in the ligand sphere of the well-defined Cp*Ru catalyst molecule opens up a new possibility for the development of an enantioselective hydrogenation of racemic substrates via dynamic kinetic resolution.