ethyl 2-[2-(3-oxobutyl)phenyl]ethanoate | 910661-37-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-[2-(3-oxobutyl)phenyl]ethanoate
• 英文别名: ethyl [2-(3-oxobutyl)phenyl]ethanoate；Ethyl 2-[2-(3-oxobutyl)phenyl]acetate；ethyl 2-[2-(3-oxobutyl)phenyl]acetate
• CAS: 910661-37-9
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: HOIVGKWYLXPDLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-[2-(3-oxobutyl)phenyl]ethanoate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以70%的产率得到ethyl 2-[2-(3-hydroxybutyl)phenyl]ethanoate
  参考文献：
  名称：

  Access to a new family of medium ring aromatic lactones

  摘要：

  We report a new method for preparation of hydroxyacids as precursors of benzolactones using a simple and an efficient electrochemical step. This gives in only four steps six- to eleven-membered lactones with high isolated yields from conveniently substituted aryl bromides. The lactonisation was performed according to the Yamamoto's process. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.071
• 作为产物：
  描述：

  Alpha-溴苯乙酸乙酯 、 丁烯酮 在 四丁基碘化铵 四丁基碘化铵 、 1,2-二溴乙烷 、 nickel dibromide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 以65%的产率得到ethyl 2-[2-(3-oxobutyl)phenyl]ethanoate
  参考文献：
  名称：

  Access to a new family of medium ring aromatic lactones

  摘要：

  We report a new method for preparation of hydroxyacids as precursors of benzolactones using a simple and an efficient electrochemical step. This gives in only four steps six- to eleven-membered lactones with high isolated yields from conveniently substituted aryl bromides. The lactonisation was performed according to the Yamamoto's process. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.071

文献信息

• Synthesis of functionalized benzannulated compounds
  作者：Sylvie Condon、Amane El Ouarradi、Estelle Métay、Eric Léonel、Maryse Bourdonneau、Jean-Yves Nédélec

  DOI：10.1016/j.tet.2008.07.098

  日期：2008.9

  Functionalized indane and naphthalene derivatives have been prepared according to two routes involving a nickel-catalyzed electrochemical arylation of activated olefins as the key step. The first method is a cascade process including the intramolecular nucleophilic addition of the first formed enolate intermediate. In the second method the cascade reaction is prevented by in situ protonation of the enolate, and the cyclization is further conducted chemically. This is an overall more efficient method than the first one, based on the electrochemical process. (C) 2008 Elsevier Ltd. All rights reserved.