methyl ((2,5-dimethoxyphenyl)(2-hydroxynaphthalen-1-yl)methyl)carbamate | 1071838-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl ((2,5-dimethoxyphenyl)(2-hydroxynaphthalen-1-yl)methyl)carbamate
• 英文别名: methyl (2,5-dimethoxyphenyl)(2-hydroxynaphthalen-1-yl)methyl carbamate；methyl N-[(2,5-dimethoxyphenyl)-(2-hydroxynaphthalen-1-yl)methyl]carbamate
• CAS: 1071838-59-9
• 化学式: C₂₁H₂₁NO₅
• 分子量: 367.401
• InChiKey: IJXWQWJYXVSVLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  2,5-二甲氧基苯甲醛 、 氨基甲酸甲酯 、 2-萘酚 在 titania-supported perchloric acid 作用下， 反应 0.05h， 以92%的产率得到methyl ((2,5-dimethoxyphenyl)(2-hydroxynaphthalen-1-yl)methyl)carbamate
  参考文献：
  名称：

  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

  摘要：

  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。

  DOI：

  10.1007/s11164-012-0938-6

文献信息

• Sulfamic acid Functionalised Magnetic Nanoparticles: An Efficient Solid Acid for the Multicomponent Condensations
  作者：Hossein Yarahmadi、Hamid Reza Shaterian

  DOI：10.3184/174751912x13264749420957

  日期：2012.1

  Sulfamic acid-functionalised magnetic nanoparticles have been synthesised and used as efficient heterogeneous solid acid catalysts for the condensation of aromatic aldehydes with 2-naphthol and amides (or carbamates) via three-component reactions under solvent-free conditions at 80°C. Quantitative conversion of the reactants is achieved under mild conditions. Recovery of the catalyst is easily achieved by ‘magnetic decantation’. The supported catalyst is reused four times without any significant degradation in catalytic activity.

  我们合成了氨基磺酸功能化磁性纳米粒子，并将其用作高效的异相固体酸催化剂，用于在 80°C 无溶剂条件下通过三组分反应使芳香醛与 2-萘酚和酰胺（或氨基甲酸酯）发生缩合反应。反应物可在温和条件下实现定量转化。通过 "磁性倾析 "可轻松回收催化剂。支撑催化剂可重复使用四次，催化活性不会明显降低。
• A three-component novel synthesis of 1-carbamato-alkyl-2-naphthol derivatives
  作者：Hamid Reza Shaterian、Asghar Hosseinian、Majid Ghashang

  DOI：10.1016/j.tetlet.2008.07.126

  日期：2008.9

  A new one-pot, efficient three-component condensation of benzaldehydes, 2-naphthol, and carbamates in the presence of silica supported sodium hydrogen sulfate as an effective heterogeneous catalyst for the synthesis of novel 1-carbamato-alkyl-2-naphthol derivatives under solvent-free conditions is described. The present methodology offers several advantages, such as high yields, short reaction times, and very easy workup. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis of New and Novel N-Protected 1-Aminoalkyl-2-naphthol Derivatives
  作者：Hamid Reza Shaterian、Asghar Hosseinian、Majid Ghashang

  DOI：10.1080/00397910802659194

  日期：2009.6.23

  A series of three-component reactions has been carried out using HClO4-SiO2 as a versatile heterogeneous catalyst. A series of new and novel N-protected 1-aminoalkyl-2-naphthol derivatives have been prepared under thermal solvent-free reaction conditions. In all cases, the reaction conditions were very simple and high-yielding.