N-(furan-2-ylmethylene)octan-1-amine | 165277-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: N-(furan-2-ylmethylene)octan-1-amine
• 英文别名: N-octylfurfurylimine；1-(furan-2-yl)-N-octylmethanimine
• CAS: 165277-41-8
• 化学式: C₁₃H₂₁NO
• 分子量: 207.316
• InChiKey: YZCOUNGZYOUWDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(furan-2-ylmethylene)octan-1-amine 在 palladium 10% on activated carbon 、 氢气 作用下， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 以98%的产率得到N-[(furan-2-yl)methyl]octan-1-amine
  参考文献：
  名称：

  含有糠醛铵盐的呋喃：合成与性能评估†

  摘要：

  含呋喃的碘化季铵盐，双（三氟甲烷）磺酰亚胺和四氟硼酸盐以良好的总收率获得，且从温和的操作条件开始，从 糠醛，一种廉价的化学物质，可从农作物残渣原料中获得。与苄基季铵盐类似，可以在离子液体溶剂，表面活性剂和杀生物剂领域中设想这些新的离子对的应用。鉴于实际应用，还对新离子对的热性能进行了确定，并对一些代表性产品进行了初步的生态毒理学评估。

  DOI：

  10.1039/b902855b
• 作为产物：
  描述：

  糠醛 、 辛胺 在 magnesium sulfate 作用下， 以98%的产率得到N-(furan-2-ylmethylene)octan-1-amine
  参考文献：
  名称：

  含有糠醛铵盐的呋喃：合成与性能评估†

  摘要：

  含呋喃的碘化季铵盐，双（三氟甲烷）磺酰亚胺和四氟硼酸盐以良好的总收率获得，且从温和的操作条件开始，从 糠醛，一种廉价的化学物质，可从农作物残渣原料中获得。与苄基季铵盐类似，可以在离子液体溶剂，表面活性剂和杀生物剂领域中设想这些新的离子对的应用。鉴于实际应用，还对新离子对的热性能进行了确定，并对一些代表性产品进行了初步的生态毒理学评估。

  DOI：

  10.1039/b902855b

文献信息

• Direct and mild palladium-catalyzed aerobic oxidative synthesis of imines from alcohols and amines under ambient conditions
  作者：Lan Jiang、Luolu Jin、Haiwen Tian、Xueqin Yuan、Xiaochun Yu、Qing Xu

  DOI：10.1039/c1cc14242a

  日期：——

  By ligand, TEMPO, and base screening, we developed a mild and green one-pot imine synthesis from alcohols and amines via a low-loading palladium-catalyzed tandem aerobic alcohol oxidation-dehydrative condensation reaction that can be readily carried out in open air at room temperature.

  通过配体，TEMPO和碱筛选，我们通过低负载钯催化的串联好氧醇氧化脱水缩合反应开发了一种由醇和胺合成的温和绿色一锅式亚胺合成方法，该反应可轻松地在露天进行。室内温度。
• Preparations of Secondary Amines and .beta.-Amino Esters via Additions of Grignard and Reformatsky Reagents to Imines and by One-Pot Reactions of Primary Amines, Aldehydes, and Grignards
  作者：Alan R. Katritzky、Qingmei Hong、Zhijun Yang

  DOI：10.1021/jo00116a027

  日期：1995.6

  Additions oi. Grignard and Reformatsky reagents to imines in the presence of 1-(trimethylsilyl)benzotriazole afforded in good yields the corresponding secondary amines and p-amino esters. The procedure is general as imines containing hydrogens a to both carbon and nitrogen can be employed. Extensions of this method to include imines containing other Lewis basic centers, e.g., those derived from furan-, thiophene-, indole-, and p-methoxybenzenecarboxaldehyde, have been successful in avoiding the potential complications which could result from the use of a Lewis acid as the activating : species. The imines need not be isolated, and a one-pot method for the synthesis of secondary amines from aldehydes, primary amines, and Grignard reagents is described.
• Synthesis and Antibacterial Activity of Aromatic and Heteroaromatic Amino Alcohols
  作者：Camila G. de Almeida、Samira G. Reis、Angelina M. de Almeida、Claudio G. Diniz、Vânia L. da Silva、Mireille Le Hyaric

  DOI：10.1111/j.1747-0285.2011.01231.x

  日期：2011.11

  Two series of aromatic and heteroaromatic amino alcohols were synthesized from alcohols and aldehydes and evaluated for their antibacterial activities. All the octylated compounds displayed a better activity against the four bacteria tested when evaluated by the agar diffusion method and were selected for the evaluation of minimal inhibitory concentration. The best results were obtained for p‐octyloxybenzyl derivatives against Staphylococcus epidermidis (minimal inhibitory concentrations = 32 μm).
• Furan containing ammonium salts from furfural: synthesis and properties evaluation
  作者：Paola Galletti、Adele Montecavalli、Fabio Moretti、Andrea Pasteris、Chiara Samorì、Emilio Tagliavini

  DOI：10.1039/b902855b

  日期：——

  Furan-containing quaternary ammonium iodides, bis(trifluoromethane)sulfonimides, and tetrafluoroborates are obtained in good overall yield with mild operation conditions starting from furfural, a cheap chemical substance obtainable from crop residue feedstocks. The application of these new ion pairs can be envisioned in the fields of ionic liquid solvents, of surfactants and of biocides in analogy

  含呋喃的碘化季铵盐，双（三氟甲烷）磺酰亚胺和四氟硼酸盐以良好的总收率获得，且从温和的操作条件开始，从 糠醛，一种廉价的化学物质，可从农作物残渣原料中获得。与苄基季铵盐类似，可以在离子液体溶剂，表面活性剂和杀生物剂领域中设想这些新的离子对的应用。鉴于实际应用，还对新离子对的热性能进行了确定，并对一些代表性产品进行了初步的生态毒理学评估。