1-adamantyl-3-methoxyphenylmethanone | 1193404-10-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-adamantyl-3-methoxyphenylmethanone
• 英文别名: 1-m-Anisoyladamantane；1-adamantyl-(3-methoxyphenyl)methanone
• CAS: 1193404-10-2
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: GBBYJZNGSRUWLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 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：

  金刚烷酰氯 、 三丁基(3-甲氧基苯基)锡 以 邻二氯苯 为溶剂， 反应 3.0h， 以58%的产率得到1-adamantyl-3-methoxyphenylmethanone
  参考文献：
  名称：

  Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations

  摘要：

  The reaction of alkanoyl chlorides with arylstannanes in 1,2-dichlorobenzene (180 degrees C) is a simple and direct route for the catalyst-free and regioselective synthesis of tertiary alkyl aryl ketones in good to excellent isolated yields (55-77%). Nevertheless, under similar conditions, reactions carried out with alkanoyl chlorides bearing alpha-hydrogens render only the product of protodestannylation. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.07.019

文献信息

• Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations
  作者：Marcos J. Lo Fiego、María T. Lockhart、Alicia B. Chopa

  DOI：10.1016/j.jorganchem.2009.07.019

  日期：2009.10

  The reaction of alkanoyl chlorides with arylstannanes in 1,2-dichlorobenzene (180 degrees C) is a simple and direct route for the catalyst-free and regioselective synthesis of tertiary alkyl aryl ketones in good to excellent isolated yields (55-77%). Nevertheless, under similar conditions, reactions carried out with alkanoyl chlorides bearing alpha-hydrogens render only the product of protodestannylation. (C) 2009 Elsevier B. V. All rights reserved.