2-(hydroxy(phenyl)methyl)benzaldehyde

• 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: 2-(hydroxy(phenyl)methyl)benzaldehyde
• 英文别名: 2-[Hydroxy(phenyl)methyl]benzaldehyde
• 化学式: C₁₄H₁₂O₂
• 分子量: 212.248
• InChiKey: PHSLVAXKYBNYEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(hydroxy(phenyl)methyl)benzaldehyde 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 氧气 、 potassium carbonate 、 1,4-双(二苯基膦)丁烷 作用下， 以 1,2-二氯乙烷 为溶剂， 以84%的产率得到3-苯基苯酞
  参考文献：
  名称：

  铑催化的级联反应：芳基加成/分子内酯化反应获得3-芳基和3-烯基邻苯二甲酸酯

  摘要：

  首先一个，然后另一个：描述了铑催化的芳基和烯基硼酸到邻苯二甲醛的加成反应，以及随后的分子内酯化（见方案； cod = 1,5-环辛二烯，dppb = 1,4-双（二苯基膦基）丁烷） 。该方法简便易行，适用于以中等到良好的收率获得3-芳基和3-烯基邻苯二甲酸酯。在反应条件下可以容忍几个官能团。

  DOI：

  10.1002/anie.201000302
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 2-(hydroxy(phenyl)methyl)benzaldehyde
  参考文献：
  名称：

  Nickel(0)-Catalyzed Enantio- and Diastereoselective Synthesis of Benzoxasiloles: Ligand-Controlled Switching from Inter- to Intramolecular Aryl-Transfer Process

  摘要：

  A highly enantioselective synthesis of 3-aryl-, vinyl-, and alkynyl-2,1-benzoxasiloles (up to 99.9% ee and 99% yield) was achieved via the sequential activation of an aldehyde and a silane by nickel(0). This strategy was applied to a simultaneous generation of carbon- and silicon-stereogenic centers with excellent selectivity (dr = 99:1) via diastereotopic aryl transfer. Initial mechanistic studies revealed the complete switching of an aryl-transfer process from an intermolecular (racemic synthesis in the presence of IPr) to an intramolecular (enantioselective synthesis using chiral NHC, L5) fashion. A plausible rationale for the switching of the aryl-transfer process is given by a preliminary DFT calculation, which suggests that the coordination of 1 to the nickel(0)/L5 fragment in an eta(2)-arene:eta(2)-aldehyde fashion would be a key to the intramolecular process, while the formation of the corresponding intermediate is not possible in the presence of IPr. Owing to the chemically labile nature of its C-Si and O-Si bonds, enantioenriched benzoxasiloles are utilized for the synthesis of chiral building blocks and antihistaminic and anticholinergic drug molecules such as (R)-orphenadrine and (S)-neobenodine with no erosion of the enantiomeric excess.

  DOI：

  10.1021/jacs.5b07827

文献信息

• A process for preparing naphthalene derivatives
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0379935A1

  公开（公告）日：1990-08-01

  A novel process for preparing a naphthalene derivative of the formula: wherein each of R¹ and R² is a lower alkyl group; one of R³ and R⁴ is hydrogen atom or a lower alkoxy group and the other is a lower alkoxy group; and Ring A is a substituted or unsubstituted benzene ring, or a pharmaceutically acceptable salt thereof is disclosed. Said compound is useful as a hypolipidemic agent.

  一种制备萘衍生物的新工艺公开，其化学式为：其中R¹和R²各自为低烷基基团；R³和R⁴中的一个是氢原子或低烷氧基团，另一个是低烷氧基团；环A是取代或未取代的苯环，或其药用盐。所述化合物可用作降脂药物。
• A process for preparing a naphthalene derivative
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0371484A2

  公开（公告）日：1990-06-06

  A novel process for preparing a naphthalene derivative of the formula: wherein R¹, R², R³, R⁴, R⁵, R⁶ and R⁷ are a lower alkyl group, and an intermediate thereof is disclosed. Said naphthalene derivative (I) and a pharmaceutically acceptable salt thereof are useful as a hypolipidemic agent.

  一种制备式中萘衍生物的新工艺： 其中 R¹、R²、R³、R⁴、R⁵、R⁶ 和 R⁷ 是低级烷基，本发明公开了其中间体。所述萘衍生物 (I) 及其药学上可接受的盐可用作降血脂药。
• LICHTINDUZIERTE KALTAPPLIKATION EINER DICKSCHICHTIGEN KORROSIONSSCHUTZBESCHICHTUNG MIT KONTROLLIERBARER KINETIK
  申请人：Pfinder KG

  公开号：EP3898851A1

  公开（公告）日：2021-10-27
• JPH02107651A
  申请人：——

  公开号：JPH02107651A

  公开（公告）日：1990-04-19
• JPH02275840A
  申请人：——

  公开号：JPH02275840A

  公开（公告）日：1990-11-09