N-[(2-Hydroxynaphthalen-1-yl)(3,4,5-trimethoxyphenyl)methyl] benzamide | 1071443-87-2

• 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: N-[(2-Hydroxynaphthalen-1-yl)(3,4,5-trimethoxyphenyl)methyl] benzamide
• 英文别名: N-[(2-hydroxynaphthalen-1-yl)-(3,4,5-trimethoxyphenyl)methyl]benzamide
• CAS: 1071443-87-2
• 化学式: C₂₇H₂₅NO₅
• 分子量: 443.499
• InChiKey: QQGQDQMXYZGVPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯甲酰胺 、 3,4,5-三甲氧基苯甲醛 、 2-萘酚 在 1-methyl-3-(2-(sulfooxy)ethyl)-1H-imidazol-3-ium chloride 作用下， 反应 1.0h， 以85%的产率得到N-[(2-Hydroxynaphthalen-1-yl)(3,4,5-trimethoxyphenyl)methyl] benzamide
  参考文献：
  名称：

  1-甲基-3-（2-（磺氧基）乙基）-1H-咪唑-3-氯化铵催化的Betti碱高效单锅合成

  摘要：

  通过1-甲基-3-（2-（磺氧基）乙基）-1H-咪唑催化的芳香醛，2-萘和乙腈（或苯甲酰胺）的三组分反应有效地一锅合成Betti碱报道了氯化三 该溶剂可以容易地回收。

  DOI：

  10.1002/jhet.1124

文献信息

• Environmentally Friendly Preparation of Amidoalkyl Naphthols
  作者：Hamid Reza Shaterian、Azita Amirzadeh、Fahimeh Khorami、Majid Ghashang

  DOI：10.1080/00397910802006396

  日期：2008.8.18

  Abstract A new, facile, and cost-effective process involving the solvent-free synthesis of amidoalkyl naphthols using a three-component, one-pot condensation reaction of β-naphthol, aromatic aldehyde, and amides in the presence of Al(H2PO4)3 as heterogeneous catalyst under thermal conditions and microwave irradiation has been described. This new approach has the advantage of consistently excellent

  摘要 一种新的、简便且具有成本效益的方法，包括在 Al(H2PO4)3 存在下使用 β-萘酚、芳香醛和酰胺的三组分一锅缩合反应无溶剂合成酰氨基烷基萘酚作为在热条件和微波辐射下的多相催化剂已被描述。这种新方法具有始终如一的出色收率和较短的反应时间的优点。该催化剂在反应条件下表现出非常稳定的催化活性，并且可以回收再利用。
• Zirconocene dichloride catalyzed multi-component synthesis of 1-amidoalkyl-2-naphthols at ambient temperature
  作者：Sharanabasappa Khanapure、Megha Jagadale、Rajashri Salunkhe、Gajanan Rashinkar

  DOI：10.1007/s11164-015-2136-9

  日期：2016.3

  Zirconocene dichloride (Cp2ZrCl2) was found to be highly efficient catalyst for the synthesis of structurally diverse 1-amidoalkyl-2-naphthols by one-pot multi-component reaction (MCR) of 2-naphthol with a variety of aryl aldehydes and amides under ambient temperature. The activation of both carbonyl groups of aryl aldehydes and the o-quinine methide intermediate accounts for the high reactivity of Cp2ZrCl2.

  研究发现，二氯化锆（Cp2ZrCl2）是一种高效催化剂，可在常温下通过 2-萘酚与多种芳基醛和酰胺的单锅多组分反应（MCR）合成结构多样的 1-氨基烷基-2-萘酚。由于 Cp2ZrCl2 具有很高的反应活性，芳基醛的羰基和邻喹甲酰胺中间体都被活化。
• PPA-SiO₂–Catalyzed Multicomponent Synthesis of Amidoalkyl Naphthols
  作者：Hamid Reza Shaterian、Asghar Hosseinian、Majid Ghashang

  DOI：10.1080/00397910802138231

  日期：2008.9.12

  Silica gel-supported polyphosphoric acid (PPA-SiO2) was found to be an efficient catalyst for the multicomponent condensation reaction of aryl aldehydes, 2-naphthol, and urea or amides to afford the corresponding 1-amidoalkyl-2-naphthols in good to excellent yields. This new approach consistently had short reaction times, high conversions, clean reaction profiles, and simple experimental and workup procedures.
• Efficient One-Pot Syntheses of Betti Bases Catalyzed by 1-Methyl-3-(2-(sulfooxy)ethyl)-1<i>H</i>-imidazol-3-ium Chloride
  作者：C. Wang、Y. Wan、H.-Y. Wang、L.-L. Zhao、J.-J. Shi、X.-X. Zhang、H. Wu

  DOI：10.1002/jhet.1124

  日期：2013.5

  The efficient one‐pot syntheses of Betti bases by the three‐component reaction of aromatic aldehyde, 2‐naphthalen, and acetonitrile (or benzamide) catalyzed by 1‐methyl‐3‐(2‐(sulfooxy)ethyl)‐1H‐imidazol‐3‐ium chloride is reported. The solvent can be recycled easily.

  通过1-甲基-3-（2-（磺氧基）乙基）-1H-咪唑催化的芳香醛，2-萘和乙腈（或苯甲酰胺）的三组分反应有效地一锅合成Betti碱报道了氯化三 该溶剂可以容易地回收。