4-(4-benzyloxy-1-butynyl)acetophenone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-benzyloxy-1-butynyl)acetophenone
• 英文别名: 1-[4-(4-Phenylmethoxybut-1-ynyl)phenyl]ethanone
• 化学式: C₁₉H₁₈O₂
• 分子量: 278.351
• InChiKey: HPQDJELZHATYFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-benzyloxy-1-butynyl)acetophenone 在 organometallic, Ï–-coordinated iron hydride 氢气 作用下， 以 甲苯 为溶剂， 25.0 ℃ 、303.99 kPa 条件下， 反应 20.0h， 以84%的产率得到1-[4-[4-(phenylmethoxy)-1-butynyl]phenyl]ethanol
  参考文献：
  名称：

  An Efficient and Chemoselective Iron Catalyst for the Hydrogenation of Ketones

  摘要：

  Iron complex 1 containing electronically coupled acidic and hydridic hydrogens catalyzes the hydrogenation of ketones under mild conditions. This hydrogenation catalyst shows high chemoselectivity for aldehydes, ketones, and imines, and isolated CC, CC, C-X, -NO2, epoxides, and ester functions are unaffected by the hydrogenation conditions. Mechanistic studies have established a reversible hydrogen transfer step followed by rapid dihydrogen activation. The same iron complex also catalyzes transfer hydrogenation of ketones.

  DOI：

  10.1021/ja071159f
• 作为产物：
  描述：

  4-碘代苯乙酮 、 ((but-3-yn-1-yloxy)methyl)benzene 在 (MeNC₃H₃N)(MeNC₃H₃NCOC₄H₈N)PdI₂ copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以92%的产率得到4-(4-benzyloxy-1-butynyl)acetophenone
  参考文献：
  名称：

  Carbamoyl-Substituted N-Heterocyclic Carbene Complexes of Palladium(II):  Application to Sonogashira Cross-Coupling Reactions

  摘要：

  [GRAPHIC]The first examples of N-carbamoyl-substituted heterocyclic carbene Pd(II) complexes are described, These thermal and hydrolytically stable complexes are readily prepared from carbamoyl imidazolium salts and efficiently promote Sonogashira cross-coupling reactions under mild conditions. Cesium carbonate is also shown to be an effective base for the coupling of aryl bromides.

  DOI：

  10.1021/ol017245g

文献信息

• Ligand Iron Catalysts For Selective Hydrogenation
  申请人：Casey Charles P.

  公开号：US20100286401A1

  公开（公告）日：2010-11-11

  Disclosed are iron ligand catalysts for selective hydrogenation of aldehydes, ketones and imines. A catalyst such as dicarbonyl iron hydride hydroxycyclopentadiene) complex uses the OH on the five member ring and hydrogen linked to the iron to facilitate hydrogenation reactions, particularly in the presence of hydrogen gas.

  本发明公开了用于选择性氢化醛，酮和亚胺的铁配体催化剂。例如，二羰基铁氢化氢化环戊二烯（dicarbonyl iron hydride hydroxycyclopentadiene）配合物使用五元环上的OH和与铁相连的氢来促进氢化反应，特别是在氢气存在的情况下。
• US7834224B1
  申请人：——

  公开号：US7834224B1

  公开（公告）日：2010-11-16