dimethyl-α-(N-anilino)-α-(3-methoxyphenyl)methylphosphonate | 1021940-43-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: dimethyl-α-(N-anilino)-α-(3-methoxyphenyl)methylphosphonate
• 英文别名: N-[[dimethoxy(oxido)phosphaniumyl]-(3-methoxyphenyl)methyl]aniline
• CAS: 1021940-43-1
• 化学式: C₁₆H₂₀NO₄P
• 分子量: 321.313
• InChiKey: KZTXPUXZEMAPRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  磷酸三甲酯 、 苯胺 、 3-甲氧基苯甲醛 在 phosphotungstic acid supported on imidazole functionalized silica coated cobalt ferrite nanoparticle 作用下， 以 neat (no solvent) 为溶剂， 反应 0.33h， 以88%的产率得到dimethyl-α-(N-anilino)-α-(3-methoxyphenyl)methylphosphonate
  参考文献：
  名称：

  Magnetic nanoparticle supported polyoxometalate: An efficient and reusable catalyst for solvent-free synthesis of α-aminophosphonates

  摘要：

  A new magnetically separable catalyst consisting of phosphotungstic acid (PTA) supported on imidazole functionalized silica coated cobalt ferrite nanoparticles was prepared. The synthesized catalyst was characterized by X-ray powder diffraction (XRD), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM), thermogravimetric analysis (TGA), Fourier transform infrared (FT-IR), and inductively coupled plasma atomic emission spectroscopy (ICP-AES). The immobilized phosphotungstic acid was shown to be an efficient heterogeneous catalyst for the synthesis of alpha-aminophosphonates under solvent-free conditions at room temperature. The catalyst is readily recovered by simple magnetic decantation and can be recycled several times with no significant loss of catalytic activity. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.02.018

文献信息

• A green protocol for one-pot three-component synthesis of α-amino phosphonates catalyzed by succinic acid
  作者：Nourallah Hazeri、Malek Taher Maghsoodlou、Sayyed Mostafa Habibi-Khorassani、Jasem Aboonajmi、Mojtaba Lashkari、Seyed Sajad Sajadikhah

  DOI：10.1007/s11164-013-1081-8

  日期：2014.5

  Abstract A simple, efficient, and general method has been developed for the one-pot, three-component synthesis of α-amino phosphonates from a condensation reaction of trialkyl phosphite, aldehydes, and amines in the presence of a catalytic amount of succinic acid (8.5 mol %) (for the first time) under solvent-free conditions. The advantages of this protocol are excellent yields, short reaction time

  摘要 已经开发了一种简单，有效且通用的方法，用于在催化量的琥珀酸存在下，通过亚磷酸三烷基酯，醛和胺的缩合反应，进行一锅三组分合成α-氨基膦酸酯。 mol％）（首次）在无溶剂条件下。该方案的优点是产率高，反应时间短，反应条件温和，可用性更高，成本更低，更环保，无需柱色谱法和简单的后处理程序。 图形概要
• A highly efficient, one-pot synthesis of α-aminophosphonates over CuO nanopowder
  作者：Bikash Karmakar、Sanjay Paul、Julie Banerji

  DOI：10.3998/ark.5550190.0012.213

  日期：——

  An atom-efficient, one-pot, three-component synthetic methodology has been developed for the preparation of α-aminophosphonates using the crystalline CuO- nanopowder as catalyst in solvent-free and ambient conditions, for the first time. The reaction involves the use of carbonyl compounds, amines and trimethyl phosphite. A wide range of substrates is compatible in this reaction, producing excellent

  首次开发了一种原子效率、一锅、三组分合成方法，用于在无溶剂和环境条件下使用结晶 CuO-纳米粉末作为催化剂制备 α-氨基膦酸酯。该反应涉及使用羰基化合物、胺和亚磷酸三甲酯。该反应可兼容多种底物，可在短时间内产生优异的产率。催化剂可循环使用，结果可重现。
• One-pot synthesis of α-aminophosphonates catalyzed by antimony trichloride adsorbed on alumina
  作者：Ambica、Satish Kumar、Subhash C. Taneja、Maninder S. Hundal、Kamal K. Kapoor

  DOI：10.1016/j.tetlet.2008.02.047

  日期：2008.3

  SbCl3 adsorbed on Al2O3 is found to be an efficient and recyclable catalyst in promoting three-component coupling reactions of aldehydes (aromatic and aliphatic), amines (aryl amines, aliphatic amines and esters of S-cc-amino acids) and dialkylphosphites to afford the corresponding alpha-aminophosphonates in high yields. The ethyl ester of S-phenylalanine was observed to yield the corresponding ot-aminophosphonate with S,S-diastereoisomer formed in dominance over the S,R-diastereoisomer. (C) 2008 Elsevier Ltd. All rights reserved.