1-(2-ethoxyethyl)-4-methoxybenzene | 174460-92-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-(2-ethoxyethyl)-4-methoxybenzene
• CAS: 174460-92-5
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: YDHYTRUYBJCUEE-UHFFFAOYSA-N

物化性质

• 沸点：
  114-115 °C(Press: 16 Torr)
• 密度：
  0.995 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲氧基苯乙酸乙酯 在 ammonia borane 、 四氯化钛 作用下， 以 乙醚 为溶剂， 以99 %的产率得到1-(2-ethoxyethyl)-4-methoxybenzene
  参考文献：
  名称：

  用硼烷-氨将酯脱氧还原为醚或醇，取决于催化剂和化学计量

  摘要：

  通过调节还原剂 BH 3 –NH 3和催化剂 TiCl 4的化学计量，实现了芳香族和脂肪族羧酸酯在室温下轻松且选择性地脱氧为醚。这是第一个实用的硼烷介导的过程，与各种潜在敏感的官能团相容，并且适用于从通常具有挑战性的芳香酸酯中形成脱氧醚。替代BF 3 –Et 2 O作为催化剂改变反应途径，将酯还原为醇。核磁共振波谱、氘标记和动力学同位素研究提供了机理见解。

  DOI：

  10.1021/acs.orglett.3c02643

文献信息

• Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes
  作者：Julia Nguyen、Andrea Chong、Gojko Lalic

  DOI：10.1039/c8sc05445b

  日期：——

  We have developed a nickel-catalyzed hydroarylation of alkenes using aryl halides as coupling partners. Excellent anti-Markovnikov selectivity is achieved with aryl-substituted alkenes and enol ethers. We also show that hydroarylation occurs with alkyl substituted alkenes to yield linear products. Preliminary examination of the reaction mechanism suggests irreversible hydrometallation as the selectivity

  我们开发了一种镍催化的烯烃加氢芳基化方法，使用芳基卤化物作为偶联伙伴。使用芳基取代的烯烃和烯醇醚可实现出色的抗马可夫尼科夫选择性。我们还表明，烷基取代的烯烃发生加氢芳基化，产生线性产物。反应机理的初步研究表明不可逆的加氢金属化是加氢芳基化的选择性决定步骤。
• Easy eco-friendly phenonium ion production from phenethyl alcohols in dimethyl carbonate
  作者：M. Barontini、I. Proietti Silvestri、V. Nardi、P. Bovicelli、L. Pari、F. Gallucci、R. Spezia、G. Righi

  DOI：10.1016/j.tetlet.2013.06.122

  日期：2013.9

  An efficient and simple one-pot procedure for selective etherification of 2-aryl-ethylalcohols has been achieved through Amberlyst 15-catalyzed reaction in dimethyl carbonate (DMC). Moreover, the polymer catalyst could be recovered and reused with no effect on its activity. The reaction mechanism involves the formation of phenonium ion which has been demonstrated by a C-C bond forming reaction. Theoretical studies are in agreement with and thus explain experimental results. (C) 2013 Elsevier Ltd. All rights reserved.
• Suzuki–Miyaura Cross-Coupling of Potassium Alkoxyethyltrifluoroborates: Access to Aryl/Heteroarylethyloxy Motifs
  作者：Nicolas Fleury-Brégeot、Marc Presset、Floriane Beaumard、Virginie Colombel、Daniel Oehlrich、Frederik Rombouts、Gary A. Molander

  DOI：10.1021/jo3021665

  日期：2012.11.16

  The introduction of an alkoxyethyl moiety onto aromatic substructures has remained a long-standing challenge for synthetic organic chemists. The main reasons are the inherent instability of alkoxyethylmetallic species and the lack of general procedures to access them. A new method utilizing a cross-coupling strategy based on the exceptional properties of organotrifluoroborates has been developed, and the method allows an easy and efficient installation of this unit on a broad range of aryl and heteroaryl bromides.
• US4587050A
  申请人：——

  公开号：US4587050A

  公开（公告）日：1986-05-06
• US4629787A
  申请人：——

  公开号：US4629787A

  公开（公告）日：1986-12-16