1-((4-fluorophenyl)(piperidin-1-yl)methyl)naphthalen-2-ol | 1219978-22-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-((4-fluorophenyl)(piperidin-1-yl)methyl)naphthalen-2-ol
• 英文别名: 1-[(4-Fluorophenyl)-piperidin-1-ylmethyl]naphthalen-2-ol；1-[(4-fluorophenyl)-piperidin-1-ylmethyl]naphthalen-2-ol
• CAS: 1219978-22-9
• 化学式: C₂₂H₂₂FNO
• 分子量: 335.421
• InChiKey: OVJZZKDSXOTGGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  哌啶 、 对氟苯甲醛 、 2-萘酚 在 nano-Fe₃O₄(at)carbon quantum dots(at)Si(OEt)(CH₂)3NH(at)cyanuric acid(at)N₃(at)phenylacetylene(at)copper catalyst 作用下， 以 neat (no solvent) 为溶剂， 反应 0.13h， 以75%的产率得到1-((4-fluorophenyl)(piperidin-1-yl)methyl)naphthalen-2-ol
  参考文献：
  名称：

  使用工程化铜基纳米磁性催化剂合成 1-氨基烷基-2-萘酚衍生物（Fe3O4@CQD@Si (OEt)(CH2)3NH@CC@N3@苯基乙炔@Cu）

  摘要：

  在本研究中，基于分子水平的工程化方法用于合成铜基纳米磁性催化剂（Fe 3 O 4 @CQD@Si (OEt)(CH 2 ) 3 NH@CC@N 3 @苯基乙炔@Cu） . 使用不同的技术对合成的催化剂进行表征，包括红外（IR）、X 射线粉末衍射（XRD）、场发射扫描电子显微镜（FESEM）和透射电子显微镜（TEM）、能量色散 X 射线光谱（ EDX) 和 EDX 元素映射、感应耦合等离子体 (ICP)、热重分析 (TGA) 和差热分析 (DTA) 以及振动样品磁强计 (VSM)。Fe 3 O 4使用碳量子点 (CQD) 代替传统的 SiO 2保护纳米粒子表面. 在 1-氨基烷基-2-萘酚衍生物的合成中评估了所合成催化剂的活性。反应时间短、反应收率高的无溶剂条件是所制备催化剂的结果。反应如何被催化剂触发由 IR 确定。合成后的催化剂在五个循环后提供了 87.5% 的反应产率。采用傅里叶变换红外

  DOI：

  10.1002/aoc.6361

文献信息

• Antibacterial activity of Mannich bases derived from 2-naphthols, aromatic aldehydes and secondary aliphatic amines
  作者：Gheorghe Roman、Valentin Năstasă、Andra-Cristina Bostănaru、Mihai Mareş

  DOI：10.1016/j.bmcl.2016.03.098

  日期：2016.5

  A small library of 1-aminoalkyl 2-naphthols has been synthesized through the direct Mannich reaction of 2-naphthols with (hetero)aromatic aldehydes and secondary amines. All of the Mannich bases having a thiophen-2-yl ring in their structure had good activity against Gram-positive bacteria, irrespective of the nature of the amino moiety.

  通过2-萘酚与（杂）芳族醛和仲胺的直接Mannich反应合成了一个小的1-氨基烷基2-萘酚文库。所有结构中具有噻吩-2-基环的曼尼希碱基均对革兰氏阳性细菌具有良好的活性，而与氨基部分的性质无关。
• Nanocrystalline TiO2–HClO4 catalyzed three-component preparation of derivatives of 1-amidoalkyl-2-naphthol, 1-carbamato-alkyl-2-naphthol, 1-(α-aminoalkyl)-2-naphthol, and 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one
  作者：Hamid Reza Shaterian、Majid Mohammadnia

  DOI：10.1007/s11164-012-0938-6

  日期：2013.11

  1-Amidoalkyl-2-naphthols, 1-carbamatoalkyl-2-naphthols, and 1-(α-aminoalkyl)-2-naphthols have been prepared by three-component reaction of 2-naphthol, aromatic aldehydes, and NH compounds, i.e. amides, carbamates, and secondary amines, respectively, in the presence of a catalytic amount of nanocrystalline TiO2–HClO4. In addition, 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one derivatives have been synthesized by reaction of 2-naphthol, aromatic aldehydes, and dimedone in the presence of the same nano catalyst. These reactions were studied under solvent-free conditions. This white acidic heterogeneous catalyst is very stable under the reaction conditions and was reused several times without significant loss of activity.

  在催化剂纳米晶 TiO2-HClO4 的存在下，通过 2-萘酚、芳香醛和 NH 化合物（即酰胺、氨基甲酸酯和仲胺）的三组分反应，分别制备了 1-氨基烷基-2-萘酚、1-氨基甲酰基-2-萘酚和 1-(α-氨基烷基)-2-萘酚。此外，在相同的纳米催化剂存在下，通过 2-萘酚、芳香醛和二甲酮的反应，合成了 12-芳基-8,9,10,12-四氢苯并[a]-氧杂蒽-11-酮衍生物。这些反应是在无溶剂条件下进行研究的。这种白色酸性异相催化剂在反应条件下非常稳定，可重复使用多次，且活性无明显下降。
• Magnetic nanocrystallites strontium hexaferrite as an efficient catalyst in the green Betti reaction
  作者：Ghodsi Mohammadi Ziarani、Zhila Kazemi Asl、Parisa Gholamzadeh、Alireza Badiei、Morteza Afshar

  DOI：10.1080/24701556.2019.1574816

  日期：2018.10.3

  The sol-gel auto-combustion method was applied for preparation of SrFe12O19 magnetic nanoparticles (MNPs). Then, the prepared SrFe12O19 was analyzed by VSM, FT-IR, SEM, N-2 adsorption-desorption and XRD pattern. According to the hysteresis loops of SrFe12O19 MNPs, its magnetic saturation was about 79emu/g and also it is a typical feature of ferromagnetic compound. SEM image showed semi-spherical particles with average size of 70nm. The BET surface area of SrFe12O19 MNPs was 10.4m(2)/g. Moreover, the catalytic activity of SrFe12O19 MNPs was tested for the first time toward the Betti reaction. The results showed that it is an efficient catalyst which can be easily separated from the reaction mixture using an external magnet and gives the pure products in high yields within short reaction time.
• Solventless Synthesis of 1-(α-aminoalkyl) Naphthols, Betti Bases, Catalyzed by Nanoparticle Fe₃O₄ at Room Temperature
  作者：Fatemeh Janati、Majid M. Heravi、Ahmad Mir Shokraie

  DOI：10.1080/15533174.2012.762381

  日期：2015.1.2

  A series of 1-(alpha-aminoalkyl) naphthols were synthesized expeditiously in good yields and selectivity from 2-naphthol, alkylamines and aldehydes in the presence of nanoparticle Fe3O4 at room temperature in solvent-free conditions.
• Non-ionic surfactant catalyzed synthesis of Betti base in water
  作者：Atul Kumar、Maneesh Kumar Gupta、Mukesh Kumar

  DOI：10.1016/j.tetlet.2010.01.056

  日期：2010.3

  We have developed an efficient non-ionic surfactant (Triton X-100) catalyzed multicomponent synthesis of Betti base from secondary amine, aromatic aldehydes, and beta-naphthol using Mannich-type reaction in water. Lewis and Bronsted acid catalysts, ionic and non-ionic surfactant have been screened for the reaction. Non-ionic surfactant (Triton X-100) gave the best results and the reaction proceeds through the imine formation, which is stabilized by colloidal dispersion and undergoes nucleophilic addition to afford the corresponding N,N-dialkylated Betti base in excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.