ethyl 2-(4-chlorophenyl)-2-nitroacetate | 1355333-11-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-(4-chlorophenyl)-2-nitroacetate
• CAS: 1355333-11-7
• 化学式: C₁₀H₁₀ClNO₄
• 分子量: 243.647
• InChiKey: KWGNUQFEDHPKSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4-chlorophenyl)-2-nitroacetate 在 溶剂黄146 、 锌 作用下， 反应 16.0h， 以65%的产率得到ethyl 2-amino-2-(4-chlorophenyl)acetate
  参考文献：
  名称：

  2-Aryl-2-nitroacetates as Central Precursors to Aryl Nitromethanes, α-Ketoesters, and α-Amino Acids

  摘要：

  Nitroarylacetates are useful small molecular building blocks that act as precursors to alpha-ketoesters and aryl nitromethanes as well as alpha-amino acids. Methods were developed that produce each of these compound types in good yields. Two different conditions for decarboxylation are discussed for substrates with neutral and electron-poor aryl groups versus electron-rich aryl groups. For formation of the alpha-ketoesters, new mild conditions for the Nef disproportionation were identified.

  DOI：

  10.1021/jo302071s
• 作为产物：
  描述：

  4-溴氯苯 、 硝基乙酸乙酯 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 cesium bicarbonate 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以63%的产率得到ethyl 2-(4-chlorophenyl)-2-nitroacetate
  参考文献：
  名称：

  Efficient Palladium-Catalyzed Cross-Coupling of Highly Acidic Substrates, Nitroacetates

  摘要：

  Palladium-catalyzed cross-coupling conditions were developed that efficiently afford 2-aryl-2-nitroacetates from aryl bromides and the very acidic nitroacetates.

  DOI：

  10.1021/ol203303b

文献信息

• A Catalyst-Free, One-Pot Three-Component Aminomethylation of α-Substituted Nitroacetates: Theoretical and Experimental Studies into the Rate-Accelerating Effects of the Solvent Methanol
  作者：Cong-Bin Ji、Zhong-Yan Cao、Xin Wang、De-Yin Wu、Jian Zhou

  DOI：10.1002/asia.201300053

  日期：2013.5

  3, 2, 1 go! An unprecedented one‐pot, catalyst‐free, three‐component aminomethylation of α‐substituted nitroacetates, formalin, and amines has been reported, thereby enabling the highly efficient synthesis of α,β‐diamino acid precursors with great structural diversity.

  3、2、1走！据报道，α-取代的硝基乙酸盐，福尔马林和胺具有前所未有的单反应，无催化剂，三组分氨基甲基化的特点，从而可以高效合成具有很大结构多样性的α，β-二氨基酸前体。