1-((2-nitrophenyl)(piperidin-1-yl)methyl)naphthalen-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-((2-nitrophenyl)(piperidin-1-yl)methyl)naphthalen-2-ol
• 英文别名: 1-[(2-Nitrophenyl)-piperidin-1-ylmethyl]naphthalen-2-ol；1-[(2-nitrophenyl)-piperidin-1-ylmethyl]naphthalen-2-ol
• 化学式: C₂₂H₂₂N₂O₃
• 分子量: 362.428
• InChiKey: WFRBSAANCNIBLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 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：
  69.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  β-四氢萘酮 在 palladium on activated charcoal 三甲基氯硅烷 、 air 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 173.5h， 生成 1-((2-nitrophenyl)(piperidin-1-yl)methyl)naphthalen-2-ol
  参考文献：
  名称：

  2-萘酚曼尼希碱的新合成及其核磁共振行为

  摘要：

  开发了一种新的两步程序，包括从 2-四氢萘酮形成 1-亚芳基-2-四氢萘酮，随后在烯酮上添加环状仲胺，然后进行原位空气氧化，以生产 2-萘酚曼尼希碱. 在无溶剂条件下，在对甲苯磺酸存在下，由 2-萘酚和相应的醛类和胺类合成了 2-萘酚曼尼希碱的简单微波辅助一锅法合成。该系列的化合物显示出有趣的 NMR 行为。本文报道了广泛的可变温度 NMR 研究，包括 HSQC 实验。发现溶液相中构象的 NMR 结果与固态中的 X 射线晶体结构一致。

  DOI：

  10.1139/v06-081

文献信息

• Core–shell structured magnetic mesoporous silica-titania: A novel, powerful and recoverable nanocatalyst
  作者：Marziyeh Vahidian、Dawood Elhamifar、Masoumeh Shaker

  DOI：10.1016/j.poly.2019.114326

  日期：2020.3

  In this research, a novel core-shell nanostructured magnetic Ti-silica (Mag@MCM-41/TiO2) is synthesized, characterized and its catalytic application is investigated in the production of 1-(alpha-aminoalkyl)-2-naphthols. The Mag@MCM-41/TiO2 was prepared via surfactant directed hydrolysis and co-condensation of tetramethoxysilane (TMOS) around Mag@SiO2 NPs followed by treatment with tetrabutylorthotitanate (Ti((OBu)-Bu-t)(4)). The Mag@MCM-41/TiO2 catalyst was characterized using VSM, FTIR, EDX, SEM, TEM and PXRD. The Mag@MCM-41/TiO2 was applied as an efficient catalyst in the synthesis of 1-(alpha-aminoalkyl)-2-naphthols under ultrasonic conditions at 50 degrees C. This nanocatalyst was recovered and reused for several times under applied conditions. (C) 2019 Elsevier Ltd. All rights reserved.
• Gold nanoparticles deposited on MnO2 nanorods modified graphene oxide composite: A potential ternary nanocatalyst for efficient synthesis of betti bases and bisamides
  作者：Pratap S. Nayak、Bapun Barik、L. Satish K. Achary、Aniket Kumar、Priyabrat Dash

  DOI：10.1016/j.mcat.2019.110415

  日期：2019.9

  The decoration of novel nanostructures such as nano particle and nanorod on the surface of graphene oxide (GO) generate potential heterogeneous nanocatalyst. Highlighting this, in the present work, we have designed a ternary GO-MnO2-Au nanocomposite by decorating MnO(2)nanorods on the surface of graphene oxide via hydrothermal method, followed by deposition of Au nanoparticles on GO-MnO2 surface. The prepared nanocomposite was thoroughly characterised by different instrumental techniques such as X-Ray diffraction (XRD),Fourier transform infrared spectroscopy (FTIR),Raman spectroscopy, Field emission scanning electron microscopy (FESEM), Transmission electron microscopy (TEM), High resolution Transmission electron microscopy (HRTEM), X-Ray photo electron spectroscopy (XPS), N-2 adsorption desorption Brunauer-Emmett-Teller (BET) isotherm and Inductively coupled plasma - optical emission spectrometry (ICP-OES). FESEM and TEM images demonstrated that the MnO2 forms rod like structure having diameter of 60-100 nm and are uniformly distributed over the GO surface. HRTEM image clearly signifies gold (Au) nano particles having diameter of 7 +/- 1.9 nm homogeneously distributed throughout the GO-MnO2 surface. Elementary state of Au and tetravalent nature of Mn as well as reduction of functional group after the decoration was confirmed from XPS studies. The catalyst GO-MnO2-Au was found to be the superior catalyst for synthesis of biologically active molecules such as Beni bases and Bisamides. The high catalytic activity of the materials can be attributed to the small and homogeneous distribution of gold nanoparticles, high redox potential of rod shaped MnO2 and the synergistic effect between GO, MnO2 and Au. All the reaction conditions were optimised by varying catalyst dosage, effect of solvent and temperature, The GO-MnO2-Au was easily recycled with minimal leaching and the product yield was found to be 85-90% after 4th cycle demonstrating the stability and durability of our nanocomposite.
• A competent pot and atom-efficient synthesis of Betti bases over nanocrystalline MgO involving a modified Mannich type reaction
  作者：Bikash Karmakar、Julie Banerji

  DOI：10.1016/j.tetlet.2011.07.075

  日期：2011.9

  A simple, efficient, and eco-friendly method for the synthesis of 1-(alpha-aminoalkyl) naphthols, the Betti bases, has been carried out over a basic nanocrystalline MgO catalyst in aqueous condition. The method has been applied for the synthesis of a range of compounds with variable functionalities in excellent yield and selectivity. (C) 2011 Elsevier Ltd. All rights reserved.
• Novel synthesis of 2-naphthol Mannich bases and their NMR behaviour
  作者：Amitabh Jha、Nawal K Paul、Smriti Trikha、T Stanley Cameron

  DOI：10.1139/v06-081

  日期：2006.6.1

  formation of 1-arylidene-2-tetralones from 2-tetralone and subse- quent Michael addition of a cyclic secondary amine on the alkenone followed by in situ aerial oxidation was developed to produce 2-naphthol Mannich bases. A simple microwave-assisted one-pot synthesis of 2-naphthol Mannich bases was also carried out under solvent-free conditions from 2-naphthol and corresponding aldehydes and amines

  开发了一种新的两步程序，包括从 2-四氢萘酮形成 1-亚芳基-2-四氢萘酮，随后在烯酮上添加环状仲胺，然后进行原位空气氧化，以生产 2-萘酚曼尼希碱. 在无溶剂条件下，在对甲苯磺酸存在下，由 2-萘酚和相应的醛类和胺类合成了 2-萘酚曼尼希碱的简单微波辅助一锅法合成。该系列的化合物显示出有趣的 NMR 行为。本文报道了广泛的可变温度 NMR 研究，包括 HSQC 实验。发现溶液相中构象的 NMR 结果与固态中的 X 射线晶体结构一致。