N-(4-methoxyphenyl)-N-(1-tetrahydrofuran-2-ylmethyl)amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(4-methoxyphenyl)-N-(1-tetrahydrofuran-2-ylmethyl)amine
• 英文别名: (tetrahydrofuran-2-ylmethyl)-(4-methoxyphenyl)-amine；N-(4-methoxyphenyl)-N-(tetrahydrofuran-2-ylmethyl)amine；4-methoxy-N-(oxolan-2-ylmethyl)aniline
• 化学式: C₁₂H₁₇NO₂
• mdl: MFCD11154341
• 分子量: 207.272
• InChiKey: ALYGFNLITSNLDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-四氢糠胺 、 4-溴苯甲醚 在 5,5-dimethyl-1,9-(PPh₂)2-xanthene 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 生成 N-(4-methoxyphenyl)-N-(1-tetrahydrofuran-2-ylmethyl)amine
  参考文献：
  名称：

  A Fully Integrated High-Throughput Screening Methodology for the Discovery of New Polyolefin Catalysts:  Discovery of a New Class of High Temperature Single-Site Group (IV) Copolymerization Catalysts

  摘要：

  For the first time, new catalysts for olefin polymerization have been discovered through the application of fully integrated high-throughput primary and secondary screening techniques supported by rapid polymer characterization methods. Microscale 1-octene primary screening polymerization experiments combining arrays of ligands with reactive metal complexes M(CH2Ph)(4) (M = Zr, Hf) and multiple activation conditions represent a new high-throughput technique for discovering novel group (IV) polymerization catalysts. The primary screening methods described here have been validated using a commercially relevant polyolefin catalyst, and implemented rapidly to discover the new amide-ether based hafnium catalyst [eta(2)-(N,O)-(2-MeO-C6H4)(2,4,6-Me3C6H2)N]Hf(CH2Ph)(3) (1), which is capable of polymerizing 1-octene to high conversion. The molecular structure of I has been determined by X-ray diffraction. Larger scale secondary screening experiments performed on a focused 96-member amine-ether library demonstrated the versatile high temperature ethylene-1-octene copolymerization capabilities of this catalyst class, and led to significant performance improvements over the initial primary screening discovery. Conventional one gallon batch reactor copolymerizations performed using selected amide-ether hafnium compounds confirmed the performance features of this new catalyst class, serving to fully validate the experimental results from the high-throughput approaches described herein.

  DOI：

  10.1021/ja020868k

文献信息

• Conversion of furfural to tetrahydrofuran-derived secondary amines under mild conditions
  作者：Shi Jiang、Eric Muller、François Jerôme、Marc Pera-Titus、Karine De Oliveira Vigier

  DOI：10.1039/d0gc00119h

  日期：——

  production of amino-containing compounds from biomass is an important goal of research programs. Starting from carbohydrate-based furfural, a simple and highly efficient system was developed for producing a library of secondary and tertiary tetrahydrofurfurylamines under mild conditions (25 °C/1 bar H2) with excellent yields (>90%). Commercially available Pd/Al2O3 proved to be a suitable catalyst and exhibited

  由生物质生产含氨基化合物是研究计划的重要目标。从基于碳水化合物的糠醛开始，开发了一种简单高效的系统，可在温和条件下（25°C / 1 bar H 2）以优异的收率（> 90％）生产仲和叔四氢糠胺库。市场上可买到的Pd / Al 2 O 3被证明是合适的催化剂，并表现出出色的性能。
• A free radical Mannich type reaction: selective α-CH aminomethylation of ethers by Ti(III)/t-BuOOH system under aqueous acidic conditions
  作者：Angelo Clerici、Rosalba Cannella、Nadia Pastori、Walter Panzeri、Ombretta Porta

  DOI：10.1016/j.tet.2006.04.014

  日期：2006.6

  tert-butylhydroperoxide, selectively abstracts an α-H atom from ethers. The resulting α-ethereal radicals add to the C-atom of methylene iminium salts, formed in situ under aqueous acidic conditions, leading to a one-pot aminomethylation of ethers at room temperature. The aminoalkylation of ethers is also considered and the role of the metal ion is discussed.

  叔丁氧基自由基，由钛（III）产生的酮电子还原叔-butylhydroperoxide，选择性地从抽象的醚类α-H原子。所得的α-醚基团加到在水的酸性条件下原位形成的亚甲基亚胺盐的C-原子上，导致在室温下醚的一锅氨基甲基化。还考虑了醚的氨基烷基化，并讨论了金属离子的作用。
• TiCl3/PhN2+-mediated radical addition of ethers to aldimines generated in situ under aqueous conditions
  作者：Angelo Clerici、Rosalba Cannella、Walter Panzeri、Nadia Pastori、Eva Regolini、Ombretta Porta

  DOI：10.1016/j.tetlet.2005.09.158

  日期：2005.11

  Ti(III)-mediated one-electron reduction of phenyldiazonium cation, followed by phenyl radical α-H atom abstraction from ethers, leads to one-pot radical addition of ethers to the C-atom of imines generated in situ from the corresponding aldehydes and imines under aqueous conditions. The reaction is not limited to aromatic aldehydes and may be applied to imines generated in situ from formaldehyde and

  Ti（III）介导的苯基重氮阳离子的单电子还原，然后从醚中提取苯基自由基α-H原子，导致醚一锅自由基加成到相应醛和就地生成的亚胺的C原子上。在水性条件下的亚胺。该反应不限于芳族醛，并且可以应用于由甲醛和可烯化的醛原位产生的亚胺。