(2-(benzyl(methyl)amino)phenyl)methanol | 1088979-79-6

• 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-(benzyl(methyl)amino)phenyl)methanol
• 英文别名: [2-[Benzyl(methyl)amino]phenyl]methanol
• CAS: 1088979-79-6
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: CCEKBRJGEFBIHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-(benzyl(methyl)amino)phenyl)methanol 在 三溴化磷 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 N-benzyl-2-(bromomethyl)-N-methylaniline
  参考文献：
  名称：

  稳定的磷化氢的新的气相级联反应导致稠合的吲哚和喹啉。

  摘要：

  带有适当取代的2-氨基苯基的稳定磷酰的气相环化过程可以有效地导致3-取代的喹啉或苯并[c]咔唑和杂环稠合的类似物，具体取决于存在的取代基。

  DOI：

  10.1021/jo801716z
• 作为产物：
  描述：

  N-甲基蒽 在 sodium tetrahydroborate 、 碘 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (2-(benzyl(methyl)amino)phenyl)methanol
  参考文献：
  名称：

  Sunlight-Driven Forging of Amide/Ester Bonds from Three Independent Components: An Approach to Carbamates

  摘要：

  A photoredox catalytic route to carbamates enabled by visible irradiation (or simply sunlight) has been developed. This process leads to a novel approach to the construction of heterocyclic rings wherein the amide or ester motifs of carbamates were assembled from three isolated components. Large-scale experiments were realized by employing continuous flow techniques, and reuse of photocatalyst demonstrated the green and sustainable aspects of this method.

  DOI：

  10.1021/acs.orglett.6b02811

文献信息

• Visible light photooxidative cyclization of amino alcohols to 1,3-oxazines
  作者：Cheryl L. Mathis、Brandi M. Gist、Conerd K. Frederickson、Katie M. Midkiff、Christopher C. Marvin

  DOI：10.1016/j.tetlet.2013.02.031

  日期：2013.4

  1,3-Amino alcohols were prepared to examine how structure affects the oxidation of tertiary amines in visible light photocatalysis. These substrates were cyclized to produce oxazines following the photooxidative formation of iminium ions using catalytic Ru(bpy)(3)Cl-2. Amino alcohol derivatives of tetrahydroisoquinoline, tetrahydroquinoline, pyrrolidine, and Delta(3)-piperidine all were found to be viable substrates. In the case of the unsaturated piperidines, cyclization is accompanied by addition of methanol across the alkene; most likely occurring via a conjugate addition to an intermediate alpha,beta-unsaturated iminium ion prior to oxazine formation. (c) 2013 Elsevier Ltd. All rights reserved.
• Sunlight-Driven Forging of Amide/Ester Bonds from Three Independent Components: An Approach to Carbamates
  作者：Yating Zhao、Binbin Huang、Chao Yang、Qingqing Chen、Wujiong Xia

  DOI：10.1021/acs.orglett.6b02811

  日期：2016.11.4

  A photoredox catalytic route to carbamates enabled by visible irradiation (or simply sunlight) has been developed. This process leads to a novel approach to the construction of heterocyclic rings wherein the amide or ester motifs of carbamates were assembled from three isolated components. Large-scale experiments were realized by employing continuous flow techniques, and reuse of photocatalyst demonstrated the green and sustainable aspects of this method.
• New Gas-Phase Cascade Reactions of Stabilized Phosphorus Ylides Leading to Ring-Fused Indoles and to Quinolines
  作者：R. Alan Aitken、Lorna Murray

  DOI：10.1021/jo801716z

  日期：2008.12.19

  Gas-phase cyclization processes of stabilized phosphorus ylides bearing a suitably substituted 2-aminophenyl group lead efficiently either to 3-substituted quinolines or benzo[c]carbazole and heterocyclic-fused analogues depending on the substituents present.

  带有适当取代的2-氨基苯基的稳定磷酰的气相环化过程可以有效地导致3-取代的喹啉或苯并[c]咔唑和杂环稠合的类似物，具体取决于存在的取代基。