ethyl 2-(2,4,6-trimethylphenyl)cyanoacetate | 34404-82-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ethyl 2-(2,4,6-trimethylphenyl)cyanoacetate
• 英文别名: ethyl 2-cyano-2-mesitylacetate；ethyl cyano(mesityl)acetate；2,4,6-Trimethylphenylcyanessigsaeureethylester；Ethyl 2-cyano-2-(2,4,6-trimethylphenyl)acetate
• CAS: 34404-82-5
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: KHGAFWIFGQHUAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴-1,3,5-三甲基苯 、 氰乙酸乙酯 在 tris(dibenzylideneacetone)dipalladium (0) P(i-BuNCH₂CH₂)3N 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以89%的产率得到ethyl 2-(2,4,6-trimethylphenyl)cyanoacetate
  参考文献：
  名称：

  P(i-BuNCH₂CH₂)₃N:  An Efficient Ligand for the Direct α-Arylation of Nitriles with Aryl Bromides

  摘要：

  A new catalyst system for the synthesis of alpha-aryl-substituted nitriles is reported. The bicyclic triaminophosphine P(i-BuNCH2CH2)(3)N (1b) serves as an efficient and versatile ligand for the palladium-catalyzed direct alpha-arylation of nitriles with aryl bromides. Using ligand 1b, ethyl cyanoacetate and primary as well as secondary nitriles are efficiently coupled with a wide variety of aryl bromides possessing electron-rich, electron-poor, electron-neutral, and sterically hindered groups.

  DOI：

  10.1021/jo034779h

文献信息

• [EN] MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO<br/>[FR] MOLÉCULES PRÉSENTANT UNE UTILITÉ EN TANT QUE PESTICIDES, ET INTERMÉDIAIRES, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2016099929A1

  公开（公告）日：2016-06-23

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, compositions containing such molecules, and processes of using such molecules and compositions against such pests. These molecules and compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula ("Formula One").

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫有用的杀虫作用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的组合物，以及使用这种分子和组合物对抗这些害虫的过程。这些分子和组合物可以用作螨虫剂、杀虫剂、螨虫剂、杀软体动物剂和线虫剂，例如。本文件披露了具有以下式（“式一”）的分子。
• Synergistic Effect of a Bis(proazaphosphatrane) in Mild Palladium-Catalyzed Direct α-Arylations of Nitriles with Aryl Chlorides
  作者：So Han Kim、Wonseok Jang、Min Kim、John G. Verkade、Youngjo Kim

  DOI：10.1002/ejoc.201402466

  日期：2014.9

  The effect of a bis(proazaphosphatrane) ligand on the palladium-catalyzed direct α-arylation of nitriles with various aryl chlorides under mild conditions is reported. Comparisons of the catalytic properties of this ligand with those of three related mono(proazaphosphatrane)s under the same reaction conditions revealed that bis(proazaphosphatrane) displayed a synergistically enhanced activity. In the

  报道了在温和条件下双（氮杂磷杂环丙烷）配体对腈与各种芳基氯的钯催化直接 α-芳基化的影响。在相同的反应条件下，该配体与三个相关单（原氮杂磷酯）的催化性能的比较表明，双（原氮杂磷酯）显示出协同增强的活性。在双（原氮杂磷酯）配体的存在下，氰基乙酸乙酯和伯腈和仲腈有效地与各种含有富电子、缺电子和电子中性基团的芳基氯化物偶联。
• Copper(I) Iodide-Promoted Arylation of Ethyl Sodiocyanoacetate
  作者：Atsuhiro Osuka、Tsutomu Kobayashi、Hitomi Suzuki

  DOI：10.1055/s-1983-30227

  日期：——
• Arene complexes of transition metals in reactions with nucleophilic reagents: XXX. Reaction of π-halomesitylene [Tetramethyl(ethyl)cyclopentadienyl]rhodium(II) complexes with anions derived from CH acids
  作者：L. I. Goryunov、N. M. Romanova、G. S. Zhilovskii、V. D. Shteingarts

  DOI：10.1134/s1070428007120056

  日期：2007.12

  Reactions of fluoro- and chloromesitylene pi-complexes [(eta(6)-1-Hlg-2,4,6-Me3C6H2)(eta(5) -C5EtMe4)Rh]-(BF4)(2) (Hlg = F, Cl) with diethyl malonate anion in THF or acetone-d(6) at 20 degrees C initially (within the first 530 min) involve nucleophile addition at unsubstituted carbon atom in the arene ligand with formation of pi-cyclohexadienyl complexes [eta(5)-1-(EtOCO)(2)CH-1-H-3-Hlg-2,4,6-Me3C6H2](eta(5)-C5EtMe4)Rhj(BF4)(2), The subsequent replacement of the halogen atom yields [eta(6)-1-(EtOCO)(2)CH-2,4,6-Me3C6H2](eta(5) -C5EtMe4)Rh}(BF4)(2), where the arene ligand is readily withdrawn from pi-coordination by the action of chloride ion or the solvent. Dimethyl mesitylmalonate was isolated in 76% yield. Likewise, the reactions with anions derived from malononitrile and ethyl cyanoacetate gave 25-38% of the corresponding derivatives 1-R-2,4,6-Me3C6H2 where R = (NC)(2)CH or EtOCO(NC)CH.
• OSUKA, ATSUHIRO;KOBAYASHI, TSUTOMU;SUZUKI, HITOMI, SYNTHESIS, BRD, 1983, N 1, 67-68
  作者：OSUKA, ATSUHIRO、KOBAYASHI, TSUTOMU、SUZUKI, HITOMI

  DOI：——

  日期：——