(18)O-butyramide | 1254303-78-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (18)O-butyramide
• CAS: 1254303-78-0
• 化学式: C₄H₉NO
• 分子量: 89.1222
• InChiKey: DNSISZSEWVHGLH-ZQBYOMGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.27
• 重原子数：
  6.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.09
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  丁腈 在 2,2'-联吡啶 、 palladium diacetate 、 重氧水 作用下， 反应 24.0h， 生成 (18)O-butyramide
  参考文献：
  名称：

  A selective hydration of nitriles catalysed by a Pd(OAc)2-based system in water

  摘要：

  In situ formation of a [Pd(OAc)(2)bipy] (bipy = 2,2'-bipyridyl) complex in water selectively catalyses the hydration of a wide range of organonitriles at 70 degrees C. Catalyst loadings of 5 mol% afford primary amide products in excellent yields in the absence of hydration-promoting additives such as oximes and hydroxylamines. (C) 2017 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2017.09.034

文献信息

• Mechanistic Studies into Metal-Catalyzed Aldoxime to Amide Rearrangements
  作者：C. Liana Allen、Ruth Lawrence、Liam Emmett、Jonathan M. J. Williams

  DOI：10.1002/adsc.201100650

  日期：2011.12

  The metal-catalyzed rearrangement of aldoximes into primary amides is a completely atom economical synthetic method for the preparation of one of the most important functional groups in chemistry. There have been several reports of various metals successfully catalyzing this reaction, however, there are conflicting views as to the mechanism involved. Herein we report new experimental evidence to support

  金属催化的醛肟重排成伯酰胺是一种完全原子经济的合成方法，用于制备化学中最重要的官能团之一。已有多种报道成功地催化了各种金属的反应，但是，对于所涉及的机理却存在分歧。本文中，我们报告了新的实验证据以支持该机理，以及这是否对所报道的所有催化剂或金属特有催化剂都是通用的。我们还描述了我们对醛与醛肟的镍催化酰化反应机理的进一步研究。
• Catalytic Acylation of Amines with Aldehydes or Aldoximes
  作者：C. Liana Allen、Simge Davulcu、Jonathan M. J. Williams

  DOI：10.1021/ol101978h

  日期：2010.11.19

  The simple nickel salt NiCl2 center dot 6H(2)O catalyzes the coupling of aldoximes with amines to give secondary or tertiary amide products. The aldoxime can be prepared in situ from the corresponding aldehyde. The use of O-18-labeled oximes has allowed insight into the mechanism of this reaction.