N-(2-iso-butyrylphenyl)acetamide | 1239986-59-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-iso-butyrylphenyl)acetamide
• 英文别名: N-[2-(2-methylpropanoyl)phenyl]acetamide
• CAS: 1239986-59-4
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: VCOXOBDHPNYPAK-UHFFFAOYSA-N

物化性质

• 沸点：
  379.5±25.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-methyl-1,4,2-dioxazol-5-one 、 异丁酰苯 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 silver(I) acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 3.3h， 以49%的产率得到N-(2-iso-butyrylphenyl)acetamide
  参考文献：
  名称：

  在球磨机上无溶剂条件下用机械化学铑（III）催化芳烃与恶唑酮的C–H键酰胺化

  摘要：

  已经开发了一种直接机械化学铑（III）催化芳烃以1,4,2-二恶唑-5-酮为氮源酰胺化的方法。转化在无溶剂条件下进行，不需要额外的加热。与溶液相比，以高收率和更短的反应时间形成相应的邻酰胺化产物。

  DOI：

  10.1021/acscatal.7b00582

文献信息

• Palladium-Catalyzed Oxidative C–H Bond Coupling of Steered Acetanilides and Aldehydes: A Facile Access to <i>ortho</i>-Acylacetanilides
  作者：Yinuo Wu、Baozhu Li、Fei Mao、Xingshu Li、Fuk Yee Kwong

  DOI：10.1021/ol201201a

  日期：2011.6.17

  A palladium-catalyzed oxidative C–H bond functionalization/ortho-acylation of acetanilides using easily accessible aldehyde as the acyl source is described. In the presence of a Pd(TFA)2 catalyst and tert-butylhydroperoxide at 90 °C in general, an array of ortho-acylacetanilides can be afforded in good yields.

  描述了使用容易获得的醛作为酰基源的钯催化的乙苯胺的氧化CH键官能化/邻位酰化反应。通常在90℃下在Pd（TFA）2催化剂和叔丁基氢过氧化物的存在下，可以良好的收率得到一系列邻-酰基乙酰苯胺。
• Palladium-Catalyzed ortho-Acylation of Acetanilides with Aldehydes through Direct CH Bond Activation
  作者：Chengliang Li、Lei Wang、Pinhua Li、Wei Zhou

  DOI：10.1002/chem.201101192

  日期：2011.9.5

  Easy access to o‐acyl acetanilides: A new Pd‐catalyzed ortho‐acylation of acetanilides with both aromatic and aliphatic aldehydes has been developed based on a CH activation process. In the presence of tert‐butyl hydroperoxide (TBHP) as the ideal oxidant, this reaction provides an efficient access to ortho‐acyl acetanilides in good yields (see scheme).

  方便地访问 ö酰基乙酰苯胺： -催化的钯的新邻用芳族和脂族醛乙酰苯胺的酰化已经基于一个C已经开发 ħ激活过程。在存在叔丁基过氧化氢（TBHP）作为理想氧化剂的情况下，该反应可高效获得高收率的邻酰基乙酰苯胺（参见方案）。
• Room Temperature Palladium-Catalyzed Decarboxylative <i>ortho</i>-Acylation of Acetanilides with α-Oxocarboxylic Acids
  作者：Ping Fang、Mingzong Li、Haibo Ge

  DOI：10.1021/ja105245f

  日期：2010.9.1

  A novel Pd-catalyzed decarboxylative ortho-acylation of acetanilides with alpha-oxocarboxylic acids is realized at room temperature. This reaction provides efficient access to o-acyl acetanilides under mild conditions.
• ANTI-INFLAMMATORY, ANTI-CANCER, AND ANTI-ANGIOGENIC COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF MAKING AND USING THEREOF
  申请人：MEDICON PHARMACEUTICALS, INC.

  公开号：US20200246330A1

  公开（公告）日：2020-08-06

  Compounds of the general Formula A-D-Y are disclosed with activity towards treating diseases related to inflammation, cancer, neurodegenerative diseases, and cardiovascular diseases. Pharmaceutical compositions, methods of making, and methods of use thereof are also described.
• Mechanochemical Rhodium(III)-Catalyzed C–H Bond Amidation of Arenes with Dioxazolones under Solventless Conditions in a Ball Mill
  作者：Gary N. Hermann、Carsten Bolm

  DOI：10.1021/acscatal.7b00582

  日期：2017.7.7

  A procedure for the direct mechanochemical rhodium(III)-catalyzed C–H bond amidation of arenes with 1,4,2-dioxazol-5-ones as the nitrogen source has been developed. The transformation proceeds under solventless conditions and does not require additional heating. The corresponding ortho amidated products are formed in high yields and in shorter reaction times than in solution.

  已经开发了一种直接机械化学铑（III）催化芳烃以1,4,2-二恶唑-5-酮为氮源酰胺化的方法。转化在无溶剂条件下进行，不需要额外的加热。与溶液相比，以高收率和更短的反应时间形成相应的邻酰胺化产物。