4,4-Bis(6-methoxynaphthalen-2-yl)butan-2-one | 185408-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,4-Bis(6-methoxynaphthalen-2-yl)butan-2-one
• CAS: 185408-53-1
• 化学式: C₂₆H₂₄O₃
• 分子量: 384.5
• InChiKey: MCUBTOKDHBZBFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

文献信息

• Use of 4-substituted 2-butanones to prepare nabumetone
  申请人：HOECHST CELANESE CORPORATION

  公开号：EP1223156A1

  公开（公告）日：2002-07-17

  The palladium-catalyzed coupling of aryl and vinyl halides with vinylic compounds is disclosed. A preferred embodiment relating to the palladium catalyzed coupling of 4-substituted and 6-substituted-2-methoxynaphthalene to form nabumetone is also disclosed. The beauty of this novel reaction is that methylvinylketone, normally employed by the art directly as-is for the preparation of nabumetone, is formed in situ. We have discovered a mechanism to take advantage of the in situ formation of methylvinylketone, thus avoiding the use of expensive, toxic, and unstable methyl vinyl ketone feed. This reaction may be employed for a variety of pharmaceutically active and non-pharmaceutical compounds.

  公开了钯催化芳基和乙烯基卤化物与乙烯基化合物的偶联。本发明还公开了一个优选的实施方案，涉及 4-取代和 6-取代-2-甲氧基萘在钯催化下偶联生成萘酮。这种新型反应的美妙之处在于，在制备萘丁美酮时通常直接使用的甲基乙烯酮在原位形成。我们发现了一种利用甲基乙烯基酮原位形成的机制，从而避免了使用昂贵、有毒和不稳定的甲基乙烯基酮原料。这种反应可用于多种具有医药活性的化合物和非医药化合物。
• USE OF 4-SUBSTITUTED 2-BUTANONES TO PREPARE NABUMETONE
  申请人：HOECHST CELANESE CORPORATION

  公开号：EP0892775A2

  公开（公告）日：1999-01-27
• US5600009A
  申请人：——

  公开号：US5600009A

  公开（公告）日：1997-02-04
• [EN] USE OF 4-SUBSTITUTED 2-BUTANONES TO PREPARE NABUMETONE<br/>[FR] UTILISATION DE 2-BUTANONES SUBSTITUEES EN POSITION 4 POUR PREPARER LA NABUMETONE
  申请人：——

  公开号：WO1996040608A2

  公开（公告）日：1996-12-19

  [EN] The palladium-catalyzed coupling of aryl and vinyl halides with vinylic compounds is disclosed. A preferred embodiment relating to the palladium catalyzed coupling of 4-substituted and 6-substituted-2-methoxynaphthalene to form nabumetone is also disclosed. The beauty of this novel reaction is that methylvinylketone, normally employed by the art directly as-is for the preparation of nabumetone, is formed in situ. We have discovered a mechanism to take advantage of the in situ formation of methylvinylketone, thus avoiding the use of expensive, toxic, and unstable methyl vinyl ketone feed. This reaction may be employed for a variety of pharmaceutically active and non-pharmaceutical compounds.
  [FR] L'invention concerne le couplage catalysé au palladium, d'halogénures d'aryle et de vinyle avec des composés vinyliques et, plus particulièrement, le couplage catalysé au palladium, du 2-méthoxynathtalène substitué en position 4 et en position 6 pour former la nabumétone. L'avantage considérable de cette nouvelle réaction est que la méthylvinylcétone normalement utilisée pour la préparation de la nabumétone, se forme in situ. Nous avons découvert un mécanisme qui permet d'exploiter cette formation in situ de la méthylvinylcétone, et d'éviter d'utiliser, comme matière première, de la méthylvinylcétone, qui est chère, toxique et instable. La réaction peut être utilisée pour la synthèse de toute une gamme de composés pharmaceutiques actifs et non pharmaceutiques.