ethyl (2-hydroxynaphthalen-1-yl)(phenyl)methylcarbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl (2-hydroxynaphthalen-1-yl)(phenyl)methylcarbamate
• 英文别名: ethyl N-(2-hydroxynaphthalen-1-yl)(phenyl)methyl carbamate；[(2-hydroxy-[1]naphthyl)-phenyl-methyl]-carbamic acid ethyl ester；[(2-Hydroxy-[1]naphthyl)-phenyl-methyl]-carbamidsaeure-aethylester；ethyl N-[(2-hydroxynaphthalen-1-yl)-phenylmethyl]carbamate
• 化学式: C₂₀H₁₉NO₃
• 分子量: 321.376
• InChiKey: YUCRPOKVTRHFGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl (2-hydroxynaphthalen-1-yl)(phenyl)methylcarbamate 、 硫酸二甲酯 在 氢氧化钾 作用下， 生成 N-(苯基(2-甲氧基-1-萘基)甲基)氨基甲酸乙酯
  参考文献：
  名称：

  The Action of Nitrous Acid on Phenyl-beta-naphtholaminomethane. II

  摘要：

  DOI：

  10.1021/ja01326a055
• 作为产物：
  描述：

  氯甲酸乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 、 碳酸氢钠 作用下， 生成 ethyl (2-hydroxynaphthalen-1-yl)(phenyl)methylcarbamate
  参考文献：
  名称：

  The Action of Nitrous Acid on Phenyl-beta-naphtholaminomethane. II

  摘要：

  DOI：

  10.1021/ja01326a055

文献信息

• Solvent-free, highly efficient one-pot multi-component synthesis of 1-amido- and 1-carbamato-alkyl naphthols/phenols catalyzed by ethylammonium nitrate as reusable ionic liquid under neat reaction condition at ambient temperature
  作者：Shafeek A.R. Mulla、Tarek A. Salama、Mohsinkhan Y. Pathan、Suleman M. Inamdar、Santosh S. Chavan

  DOI：10.1016/j.tetlet.2012.12.004

  日期：2013.2

  developed for the efficient synthesis of 1-amido- and 1-carbamato-alkyl naphthols/phenols in excellent yields via one-pot three-component condensation of various aldehydes, amides/carbamates/urea, and naphthols/phenols using ethylammonium nitrate (EAN) as a reusable ionic liquid catalyst under neat reaction condition at ambient temperature.

  已开发出一种无溶剂，环境清洁，温和且简单的单锅多组分方案，可通过一锅三组分高效合成1-酰胺基和1-氨基甲酰基烷基萘酚/苯酚，且产率高在室温下纯净的反应条件下，使用硝酸乙铵（EAN）作为可重复使用的离子液体催化剂，将各种醛，酰胺/氨基甲酸酯/脲和萘酚/酚缩合。
• Ionic Liquid : An Efficient and Recyclable Catalyst for the Synthesis of 1-Amidoalkyl-2-naphthols and 1-Carbamatoalkyl-2-naphthols Under Solvent-Free Conditions
  作者：Krishna M. Deshmukh、Ziyauddin S. Qureshi、Yogesh P. Patil、Bhalchandra M. Bhanage

  DOI：10.1080/00397911.2010.522293

  日期：2012.1.1

  Abstract A simple and efficient protocol for the one-pot synthesis of 1-amidoalkyl-2-naphthols and novel 1-carbamatoalkyl-2-naphthols has been described under solvent-free conditions, using N-methyl-2-pyrrolidone hydrogen sulfate as a reusable Brønsted acidic ionic liquid. This methodology has several advantages such as use of a halogen-free ionic liquid , excellent yields, short reaction time, easy

  摘要 描述了一种在无溶剂条件下使用 N-甲基-2-吡咯烷酮硫酸氢盐一锅法合成 1-酰胺基烷基-2-萘酚和新型 1-氨基甲酸烷基-2-萘酚的简单有效的方案。可重复使用的 Brønsted 酸性离子液体。这种方法有几个优点，例如使用无卤离子液体、优异的产率、反应时间短、易于处理和催化剂可重复使用。图形概要
• Solvent-free one-pot synthesis of 1-carbamatoalkyl-2-naphthols by a tin tetrachloride catalyzed multicomponent reaction
  作者：Min Wang、Qing L. Wang、Shuang Zhao、Xin Wan

  DOI：10.1007/s00706-013-0927-5

  日期：2013.7

  AbstractAn efficient one-pot synthesis of 1-carbamatoalkyl-2-naphthols using tin tetrachloride as a catalyst for the three-component condensation reaction of 2-naphthol, aldehydes, and carbamates under thermal, solvent-free conditions is described. This new approach has advantages such as mild conditions, short reaction time, high yield, simple work-up, and an inexpensive catalyst. Graphical Abstract

  摘要描述了使用四氯化锡作为催化剂在无溶剂热条件下有效合成2-萘酚，醛和氨基甲酸酯的三组分缩合反应的高效一锅法合成1-氨基甲酰基烷基-2-萘酚。这种新方法的优点包括条件温和，反应时间短，产率高，后处理简单和催化剂便宜。 图形概要
• 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。
• Magnetically retrievable magnetite (Fe₃O₄) immobilized ionic liquid: an efficient catalyst for the preparation of 1-carbamatoalkyl-2-naphthols
  作者：Harsh N. Dadhania、Dipak K. Raval、Abhishek N. Dadhania

  DOI：10.1039/c5cy00849b

  日期：——

  An efficient and greener protocol for the synthesis of 1-carbamatoalkyl-2-naphthols using magnetically retrievable ionic liquid.

  一种高效且更环保的协议，用于利用可磁性回收的离子液体合成1-氨基甲酸烷基-2-萘酚。