4-benzyloxynonan-2-one

• 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: 4-benzyloxynonan-2-one
• 英文别名: 4-Phenylmethoxynonan-2-one
• 化学式: C₁₆H₂₄O₂
• 分子量: 248.365
• InChiKey: ACGRETJUJYTKRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  反式-3-壬烯-2-酮 、 苯甲醇 在 4-二甲氨基吡啶 、 lithium perchlorate 作用下， -20.0 ℃ 、202.65 MPa 条件下， 反应 13.0h， 以91%的产率得到4-benzyloxynonan-2-one
  参考文献：
  名称：

  Application of High Pressure Induced by Water-freezing to the Michael Reaction of Alcohols with α,β-Enones

  摘要：

  在高压（约200 MPa）条件下，通过在密闭高压釜中冷冻水，已成功应用于醇与α,β-不饱和酮在催化量DMAP和LiClO4存在下的高效Michael反应。在大气压下仅获得了中等产率。

  DOI：

  10.1246/cl.2002.296

文献信息

• Application of High Pressure Induced by Water-freezing to the Michael Reaction of Alcohols with α,β-Enones
  作者：Yujiro Hayashi、Koichi Nishimura

  DOI：10.1246/cl.2002.296

  日期：2002.3

  High pressure (about 200 MPa), which was realized by freezing water in a sealed autoclave, has been successfully applied to a high-yield Michael reaction of alcohols and α,β-unsaturated ketones in the presence of a catalytic amount of DMAP and LiClO4. Only a moderate yield was obtained under atmospheric pressure.

  在高压（约200 MPa）条件下，通过在密闭高压釜中冷冻水，已成功应用于醇与α,β-不饱和酮在催化量DMAP和LiClO4存在下的高效Michael反应。在大气压下仅获得了中等产率。
• <scp>l</scp>-Proline-Catalyzed One-Pot Three-Component Reaction for the Synthesis of β-Alkoxy Ketones
  作者：Cong-Gui Zhao、Rajasekhar Dodda

  DOI：10.1055/s-2006-950184

  日期：——

  reaction of aliphatic aldehydes, ketones, and alcohols catalyzed by L-proline. Steric effects on the reaction were studied with substituted ketones, aldehydes, and alcohols, and the results indicate that reactions employing methyl ketones, α-unsubstituted aliphatic aldehydes and methanol produce the β-alkoxy ketones in the best yields when L-proline is used as the catalyst. The reaction mechanism is discussed

  L-脯氨酸催化脂肪醛、酮和醇的一锅三组分反应制备β-烷氧基酮。研究了取代酮、醛和醇对反应的空间位阻效应，结果表明，使用甲基酮、α-未取代脂肪醛和甲醇的反应以 L-脯氨酸为原料时生成 β-烷氧基酮的产率最高。催化剂。讨论了反应机理。
• Direct organocatalytic hydroalkoxylation of α,β-unsaturated ketones
  作者：Dhevalapally B. Ramachary、Rumpa Mondal

  DOI：10.1016/j.tetlet.2006.08.134

  日期：2006.10

  The direct addition of a variety of alcohols to in situ activated olefins was observed in the presence of mild bifunctional amine/acid catalysts. Unlike existing methods, the reactions proceed at room temperature and in the absence of transition metals. The use of simple commercially available catalysts, amines and acids makes this an attractive method for the preparation of beta-alkoxy ketones, which are prevalent targets and intermediates in organic synthesis. (c) 2006 Elsevier Ltd. All rights reserved.