4-(丁基氨基)戊-3-烯-2-酮 | 57717-00-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-(丁基氨基)戊-3-烯-2-酮
• 英文名称: 4-N-(n-butylamino)-3-penten-2-one
• 英文别名: 4-(n-butylamino)pent-3-en-2-one；N-n-Butyl-4-amino-3-penten-2-on；4-N(1-Butyl)amino-3-penten-2-on；2-Butylamino-2-pentenon-(4)；4-(n-Butyl)amino-3-penten-2-on；4-butylamino-3-penten-2-one；4-(Butylamino)pent-3-EN-2-one
• CAS: 57717-00-7
• 化学式: C₉H₁₇NO
• 分子量: 155.24
• InChiKey: RTMIIQLXVWJCJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(丁基氨基)戊-3-烯-2-酮 以 乙醇 、 氯仿 为溶剂， 生成 [Co(CH3C(O)CHC(CH3)NC4H9)2(bipy)]*H2O
  参考文献：
  名称：

  Synthesis and Physicochemical Properties of Some β‐Ketoaminato Cobalt(II) Chelates and Their Adducts with 2,2′‐Bipyridine and 1,10‐Phenanthroline

  摘要：

  The cobalt(II) beta-ketoamines complexes {Co[CH3C(O)CHC(CH3)NR](2); R = CH3, CH2(OH)CH2, C4H9} and ketoiminates {Co[CH3C(O)CH(CH3) C(-N(CH2)(n)N-)C(CH3)CHC(O)CH3]} and their adducts with 2,2'-bipyridine (bipy) and 1,10-phenanthroline (phen) have been synthesized and characterized by elemental analyses, magnetic susceptibility, conductivity, infrared, and electronic spectral measurements. The ligands coordinate to the cobalt ion in a bidentate manner using the N2O2 chromophore. The effective magnetic moments (mu(eff)) observed for the complexes are in the range of 4.20-5.30 BM. Electronic spectra results and magnetic susceptibility measurements are consistent with the adoption of a four-coordinate geometry for the cobalt(II) chelates and a six-coordinate octahedral geometry for the 2,2'-bipyridine and 1,10-phenanthroline adducts. The available conductance data in nitromethane indicates that the compounds are non-electrolytes.

  DOI：

  10.1081/sim-200026294
• 作为产物：
  描述：

  正丁胺 、 乙酰丙酮 在 graphene oxide-SnO₂ nanocomposite 作用下， 以 neat (no solvent) 为溶剂， 反应 0.67h， 以98%的产率得到4-(丁基氨基)戊-3-烯-2-酮
  参考文献：
  名称：

  Design of a graphene oxide-SnO₂ nanocomposite with superior catalytic efficiency for the synthesis of β-enaminones and β-enaminoesters

  摘要：

  利用溶剂热法合成了一种石墨烯-SnO₂纳米复合材料，这是一种更有效且耗时更少的催化剂，可用于合成β-烯酮和β-烯酰胺。

  DOI：

  10.1039/c5ra03363b

文献信息

• β‐Enaminone Synthesis from 1,3‐Dicarbonyl Compounds and Aliphatic and Aromatic Amines Catalyzed by Iron Complexes of Fused Bicyclic Imidazo[1,5‐ <i>a</i> ]pyridine Derived N‐Heterocyclic Carbenes
  作者：A. P. Prakasham、Manoj Kumar Gangwar、Prasenjit Ghosh

  DOI：10.1002/ejic.201800906

  日期：2019.1.17

  fused bicyclic imidazo[1,5‐a]pyridine framework of the type [CpFe(2‐R‐imidazo[1,5‐a]pyridin‐3‐ylidene)(CO)2]BF4 R = mesityl (1c), nPr (2c)} successfully carried out the synthesis of β‐enamino ketones (3–10) and (17–27) and β‐enamino esters (11–16) and (28–36) by the condensation of acyclic and cyclic 1,3‐dicarbonyl compounds and various aliphatic and aromatic amines in the presence of light irradiation

  一系列的Fe-NHC络合物（1 - 2）ç稠合的双环咪唑并[1,5-的一个]吡啶的类型的框架[CpFe的量（2-R -咪唑并[1,5-一个]吡啶-3-亚基）（CO）2 ] BF 4 R =异亚丙基丙酮（1C），ñ PR（图2c）}成功地进行了β烯氨基酮（合成3 - 10）和（17 - 27）和β-烯酯（11 – 16）和（28 – 36）在光照射下通过无环和环状1,3-二羰基化合物与各种脂肪族和芳香族胺的缩合而形成。相当显著，类型[CpFe的量（NHC）（acac）]的（的催化相关衬底加合物种类2E）和式[CpFe的量（NHC）（β的乘积加合物种类-烯胺酮）]（2F所述的Fe的）已通过质谱研究检测到NHC前催化剂（2c）。[CpFe（2-R-咪唑并[1,5- a ]吡啶-3-亚基）（CO）2 ] BF 4 R =均三（1c），n Pr（2c）}络合物是从它们各自的N-杂环卡宾前体，即2-R-咪唑并[1
• Bimetallic Ag–Cu alloy nanoparticles as a highly active catalyst for the enamination of 1,3-dicarbonyl compounds
  作者：Lipeeka Rout、Aniket Kumar、Rajendra S. Dhaka、Priyabrat Dash

  DOI：10.1039/c6ra04569c

  日期：——

  Bimetallic nanoparticles, particularly those based on copper, have recently attracted a great deal of attention for the development of low cost and highly active catalysts due to the synergistic interaction between individual metal components. In this work, bimetallic Ag–Cu alloy nanoparticles were explored as a highly active and reusable catalyst for the enamination of 1,3-dicarbonyls using diverse

  双金属纳米颗粒，特别是基于铜的双金属纳米颗粒，由于各个金属组分之间的协同相互作用，最近引起了人们的广泛关注，以开发低成本和高活性的催化剂。在这项工作中，双金属Ag-Cu合金纳米颗粒被研究为一种高活性和可重复使用的催化剂，用于使用多种胺来引发1,3-二羰基。通过紫外可见光谱，X射线衍射（XRD），高分辨率透射电子显微镜能量分散光谱（HRTEM-EDS）以及价带和核能级X射线光电子对纳米催化剂进行了深入的表征。光谱仪（XPS）来研究双金属结构和成分的影响。与单金属Ag和Cu纳米粒子相比，合金化的Ag-Cu纳米颗粒显示出高催化性能，并且所产生的催化活性取决于Ag与Cu的比例。这种增强的催化活性应该与由于银和铜纳米颗粒之间的紧密接触而形成的银和铜纳米颗粒之间的电子相互作用有关。我们的研究可为设计用于精细化学合成的高效合金纳米催化剂奠定基础通过引诱反应。
• A Green Solventless Protocol for the Synthesis of<i>β</i>-Enaminones and<i>β</i>-Enamino Esters Using Silica Sulfuric Acid as a Highly Efficient, Heterogeneous and Reusable Catalyst
  作者：Alireza Hasaninejad、Abdolkarim Zare、Mohammad Rez Mohammadizadeh、Mohsen Shekouhy、Ahmad Reza Moosavi-Zare

  DOI：10.1155/2010/829547

  日期：——

  Silica sulfuric acid is utilized as a green, highly efficient, heterogeneous and recyclable catalyst for the preparation ofβ-enaminones andβ-enamino esters from amines andβ-dicarbonyl compounds under solvent-free conditions at 80 °C. Using this method, the title compounds are produced in high to excellent yields and in short reaction times.

  硅硫酸被用作绿色、高效、非均相且可回收的催化剂，用于在80°C的无溶剂条件下从胺和β-二羰基化合物制备β-烯酮和β-烯胺酯。利用这种方法，所述化合物以高产率至极好的产率和短反应时间制备。
• The role of a Lewis acid in the Nenitzescu indole synthesis
  作者：Valeriya S. Velezheva、Andrey I. Sokolov、Albert G. Kornienko、Konstantin A. Lyssenko、Yulia V. Nelyubina、Ivan A. Godovikov、Alexander S. Peregudov、Andrey F. Mironov

  DOI：10.1016/j.tetlet.2008.09.087

  日期：2008.12

  A highly efficient Lewis acid-catalyzed method for the Nenitzescu synthesis of 5-hydroxyindoles with a range of substituents at N-1 and C-3 and symmetric 5,5′-dihydroxydiindoles has been developed. The amount of the catalyst (10–100 mol %) required depended on the nature of the enaminone component. It has been shown that Lewis acid plays a role in enaminone component activation through an enamine-ZnC12

  已开发出一种高效的路易斯酸催化方法，用于Nenitzescu合成在N-1和C-3处具有一系列取代基和对称5,5'-二羟基二吲哚的5-羟基吲哚。所需的催化剂量（10–100 mol％）取决于烯胺酮组分的性质。已经显示路易斯酸通过烯胺-ZnCl 2络合物随后去质子化在烯胺酮组分活化中起作用。
• β-Enaminones over recyclable nano-CoFe2O4: a highly efficient solvent-free green protocol
  作者：Esmaiel Eidi、Mohamad Z. Kassaee、Peter T. Cummings

  DOI：10.1007/s11164-018-3454-5

  日期：2018.10

  Abstract β-Enaminone and its derivatives have emerged among the finest bioactive intermediates. High yields of several β-enaminones (86–97%) are achieved through treatment of substituted aromatic and aliphatic amines with cyclic/acyclic 1,3-diketones, over the magnetically separable cobalt ferrite nanoparticles (CoFe2O4 NPs). The latter was prepared upon co-precipitation. Its purity, fine crystallinity

  摘要 β-烯胺酮及其衍生物已经出现在最好的生物活性中间体中。通过在磁性可分离的钴铁氧体纳米粒子（CoFe 2 O 4 NPs）上用环状/无环的1,3-二酮处理取代的芳香族和脂肪族胺，可以实现几种β-烯酮的高收率（86-97％）。后者是在共沉淀条件下制备的。通过傅立叶变换红外光谱，X射线衍射，能量色散X射线光谱法，扫描电子显微镜，振动样品磁法和热重分析分析，确认了其纯度，精细的结晶度，元素分布，形态，磁性和热稳定性。因此，CoFe 2 O 4NPs是合成β-烯胺酮的优良绿色异质纳米催化剂，具有良好的可回收性，但其活性却微不足道。 图形概要