isoquinolin-1-yldiphenylmethanol | 5467-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: isoquinolin-1-yldiphenylmethanol
• 英文别名: Isoquinolin-1-yl(diphenyl)methanol
• CAS: 5467-92-5
• 化学式: C₂₂H₁₇NO
• 分子量: 311.383
• InChiKey: RWUBNIRCKNOULT-UHFFFAOYSA-N

物化性质

• 熔点：
  143.2-143.6 °C(Solv: ethanol, 95% (64-17-5); ethanol (64-17-5))
• 沸点：
  510.3±45.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090

反应信息

• 作为产物：
  描述：

  1-溴异喹啉 在 乙醚 作用下， 生成 isoquinolin-1-yldiphenylmethanol
  参考文献：
  名称：

  Notes - Carbonation of Lithium Derivatives of Certain Quinolines and Isoquinolines

  摘要：

  DOI：

  10.1021/jo01356a605

文献信息

• Central nervous system active compounds. VI. Reissert compounds as precursors of 1-(3-phthalidy1)isoquinolines
  作者：TV Hung、BA Mooney、RH Prager、AD Ward

  DOI：10.1071/ch9810151

  日期：——

  The reactions of isoquinoline and phthalazine Reissert compounds with phthalaldehydic acids and their derivatives have been investigated as a means of synthesizing 1-(3-phthalidyl)isoquinolines. Of a variety of conditions tried those involving phase transfer were found, in general, to be the most suitable. The products, which are analogues of the convulsant alkaloid bicuculline, showed weak central nervous system depressant activity.

  异喹啉和酞嗪 异喹啉和酞嗪 Reissert 化合物与邻苯二甲酸及其衍生物的反应，作为合成 1-(3-邻苯二甲酸基)异喹啉的方法进行了研究。 作为合成 1-(3-酞酰基)异喹啉的一种方法进行了研究。在尝试的各种条件中 发现涉及相转移的条件一般最合适。其 产品是惊厥碱的类似物 生物碱的类似物，显示出微弱的中枢神经系统抑制活性。 系统抑制活性。
• Sodium-Ketyl Radical Anions by Reverse Pinacol Reaction and Their Coupling with Iodoarenes
  作者：Xinjun Tang、Armido Studer

  DOI：10.1021/acs.orglett.6b02184

  日期：2016.9.2

  Transition-metal-free C–C bond formation between aryl iodides and pinacols is presented. Pinacols are readily transformed by deprotonation with NaH to their Na-pinacolates. C–C-bond homolysis at room temperature generates in situ the corresponding Na-ketyl radical anions which react with various aryl iodides in a homolytic aromatic substitution reaction to form tertiary Na-alcoholates. Protonation

  提出了在芳基碘化物和频哪醇之间无过渡金属的C–C键形成。薄荷醇很容易通过用NaH质子化而转化成其Na-pinacolates。室温下C–C键均质分解会原位生成相应的Na-酮基自由基阴离子，这些阴离子与各种芳基碘化物在均相芳族取代反应中反应，形成叔Na-醇盐。质子化最终以前所未有的方式提供了叔醇。
• Transition-Metal Free Chemoselective Hydroxylation and Hydroxylation–Deuteration of Heterobenzylic Methylenes
  作者：Yonghai Liu、Yang Yu、Chengyu Sun、Yiwei Fu、Zhiguo Mang、Lei Shi、Hao Li

  DOI：10.1021/acs.orglett.0c03108

  日期：2020.10.16

  We developed an approach for direct selective hydroxylation of heterobenzylic methylenes to secondary alcohols avoiding overoxidation to ketones by using a KOBu-t/DMSO/air system. Most reactions could reach completion in several minutes to give hydroxylated products in 41-76% yields. Using DMSO-d6, this protocol resulted in difunctionalization of heterobenzylic methylenes to afford α-deuterated secondary alcohols (>93% incorporation). By employing this method, active pharmaceutical ingredients carbinoxamine and doxylamine were synthesized in two steps in moderate yields.
• Rearrangement and Condensation of Reissert Compounds with Grignard Reagents. III
  作者：NORMAN C. ROSE、WILLIAM E. McEWEN

  DOI：10.1021/jo01097a004

  日期：1958.3
• The Rearrangement and Condensation of Reissert Compounds with Grignard Reagents¹
  作者：Alfred P. Wolf、William E. McEwen、R. H. Glazier

  DOI：10.1021/ja01585a043

  日期：1956.2