N-[(2-hydroxy-naphthalen-1-yl)-(2-hydroxy-phenyl)-methyl]-acetamide | 1017319-86-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[(2-hydroxy-naphthalen-1-yl)-(2-hydroxy-phenyl)-methyl]-acetamide
• 英文别名: N-((2-hydroxynaphthalen-1-yl)(2-hydroxyphenyl)methyl)acetamide；N-[(2-hydroxyphenyl)(2-hydroxynaphthalen-1-yl)methyl]acetamide
• CAS: 1017319-86-6
• 化学式: C₁₉H₁₇NO₃
• 分子量: 307.349
• InChiKey: TZYQJXZBPQQVBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  69.56
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  水杨醛 、 乙腈 、 2-萘酚 在 碘 、 乙酰氯 作用下， 反应 6.0h， 以62%的产率得到N-[(2-hydroxy-naphthalen-1-yl)-(2-hydroxy-phenyl)-methyl]-acetamide
  参考文献：
  名称：

  A simple and efficient method for the synthesis of amidophenols using iodine as catalyst under neat condition

  摘要：

  A convenient and efficient one-pot synthesis of substituted amidophenols using iodine as catalyst at room temperature under neat condition is described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.075

文献信息

• Chitosan-SO₃H (CTSA) an efficient and biodegradable polymeric catalyst for the synthesis of 4,4′-(arylmethylene)bis(1<i>H</i>-pyrazol-5-ol) and α-amidoalkyl-β-naphthol’s
  作者：Paresh G. Patil、Suman Sehlangia、Dhananjay H. More

  DOI：10.1080/00397911.2020.1753078

  日期：2020.6.2

  Abstract An efficient, green procedure for the synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ol) and α-amidoalkyl-β-naphthol’s using biodegradable polymeric catalyst chitosan-SO3H (CTSA), is operationally easy to prepare by mixing chitosan and chlorosulfonic acid. This catalyst displays excellent catalytic activity and reusable for five subsequent reactions without significant loss of catalytic

  摘要 使用可生物降解的聚合物催化剂壳聚糖-SO3H (CTSA) 合成 4,4'-(芳基亚甲基)双 (1H-吡唑-5-醇) 和 α-酰氨基烷基-β-萘酚的一种高效、绿色的程序操作简单由壳聚糖和氯磺酸混合制备。该催化剂表现出优异的催化活性，可重复用于五个后续反应，催化活性没有显着损失。该方案以较短的反应时间、温和的温度、无溶剂反应进行，并且通常具有高产率。我们在本文中提出了一种实用、高效且简单的程序，其底物范围广泛，允许访问两种不同的反应 1H-吡唑-5-醇和 α-酰胺基烷基-β-萘酚的核心单元。图形概要
• Antimony(III) Acetate an Efficient Catalyst for the Synthesis of 1-Amidoalkyl-2-Naphthols
  作者：Fatemeh Hakimi

  DOI：10.3184/174751916x14665064359398

  日期：2016.8

  Antimony(III) acetate was used in the one-pot three-component synthesis of multigram quantities of 1-amidoalkyl-2-naphthols from the condensation between aldehydes, 2-naphthol and acetamide under solvent-free conditions at ambient temperature. The present method has several advantages such as high yields, easy purification, mild reaction conditions, easy work-up, survival of different functional groups

  乙酸锑 (III) 用于在环境温度下无溶剂条件下，由醛、2-萘酚和乙酰胺之间的缩合反应，一锅三组分合成数克数量的 1-酰胺烷基-2-萘酚。该方法具有收率高、纯化容易、反应条件温和、易于后处理、不同官能团存活和反应时间极短等优点。
• Nano silica phosphoric acid: an efficient catalyst for the one-pot synthesis of amidoalkyl naphthols under solvent-free condition
  作者：A. Bamoniri、B. F. Mirjalili、S. Nazemian

  DOI：10.1007/s13738-013-0336-z

  日期：2014.6

  1-Amidoalkyl-2-naphthols were prepared via one-pot multi-component reaction of 2-naphthol, aldehydes, and amides in the presence of nano silica phosphoric acid under solvent-free condition at 80 °C. Short reaction times, high yields, and easy work-up are the advantages of this protocol.

  在 80 ℃ 无溶剂条件下，在纳米二氧化硅磷酸存在下，通过 2-萘酚、醛和酰胺的单锅多组分反应制备了 1-氨基烷基-2-萘酚。该方法具有反应时间短、产率高和易于操作等优点。
• Nano Al2O3: an efficient and recyclable nanocatalyst for the one-pot preparation of 1-amidoalkyl-2-naphthols under solvent-free conditions
  作者：Ali Reza Kiasat、Lida Hemat-Alian、Seyyed Jafar Saghanezhad

  DOI：10.1007/s11164-015-2062-x

  日期：2016.2

  A direct approach for the one-pot preparation of 1-amidoalkyl-2-naphthols via three-component reaction of β-naphthol, aromatic aldehydes, and acetamide in the presence of nano-structured Al2O3 under solvent-free conditions has been developed. Some benefits of this procedure are: recyclability of the catalyst, short reaction time, high yield of the products, environmentally benign procedure, and facile work-up.

  在无溶剂条件下，在纳米结构 Al2O3 的存在下，通过 β-萘酚、芳香醛和乙酰胺的三组分反应，开发出了一种一锅制备 1-氨基烷基-2-萘酚的直接方法。该反应过程的优点包括：催化剂可回收、反应时间短、产物收率高、对环境无害以及易于操作。
• Silver nanoparticles: An efficient and versatile reagent for the synthesis of 1-amidoalkyl-2-naphthols
  作者：Fatemeh Hakimi

  DOI：10.1080/15533174.2016.1216126

  日期：2017.7.3

  Silver nanoparticles have been prepared and shown to efficiently catalyze the one-pot, three-component reaction of 2-naphthol, aldehydes, and acetamide at reflux, to afford the corresponding 1-amidoalkyl-2-naphthols at high yield. The present method has several advantages such as high yields, easy purification, mild reaction conditions, easy work-up, survival of different functional groups, and short

  已经制备了银纳米颗粒，并且显示出银纳米颗粒在回流下有效催化2-萘酚，醛和乙酰胺的一锅三组分反应，以高收率提供相应的1-酰胺基烷基-2-萘酚。本方法具有许多优点，例如产率高，易于纯化，反应条件温和，后处理容易，不同官能团的存活时间短和反应时间短。