3-benzyl-2-(2-phenylethyl)quinoline | 534619-25-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-benzyl-2-(2-phenylethyl)quinoline
• 英文别名: 3-benzyl-2-phenethylquinoline；3-benzyl-2-phenethyl-quinoline；3-Benzyl-2-phenaethyl-chinolin
• CAS: 534619-25-5
• 化学式: C₂₄H₂₁N
• 分子量: 323.437
• InChiKey: YCDQNPHOEWGOFN-UHFFFAOYSA-N

物化性质

• 熔点：
  98 °C
• 沸点：
  455.2±14.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-benzyl-2-(2-phenylethyl)quinoline 、 碘甲烷 生成 3-benzyl-1-methyl-2-phenethyl-quinolinium; iodide
  参考文献：
  名称：

  Borsche; Vorbach, Justus Liebigs Annalen der Chemie, 1939, vol. 537, p. 22,36

  摘要：

  DOI：
• 作为产物：
  描述：

  1,5-二苯基-3-戊酮 在 氢氧化钾 作用下， 生成 3-benzyl-2-(2-phenylethyl)quinoline
  参考文献：
  名称：

  Borsche; Vorbach, Justus Liebigs Annalen der Chemie, 1939, vol. 537, p. 22,36

  摘要：

  DOI：

文献信息

• Facile one-pot synthesis of polysubstituted quinolines under solvent-free conditions using sulfamic acid as a reusable catalyst
  作者：Min Zhang、Biao Xiong、Wei Yang、D. N. T. Kumar、Yu-Qiang Ding

  DOI：10.1007/s00706-011-0590-7

  日期：2012.3

  one-pot synthesis of polysubstituted quinoline derivatives has been demonstrated by using sulfamic acid as a reusable catalyst under solvent-free conditions. The synthetic method provides the basis and advantages of a simple experimental procedure and easy recovery and reuse of catalyst, which makes it a highly practical and environmentally benign pathway for the synthesis of polysubstituted quinolines

  摘要通过在无溶剂条件下使用氨基磺酸作为可重复使用的催化剂，已经证明了一种轻松的一锅法合成多取代喹啉衍生物的方法。该合成方法提供了简单的实验步骤，催化剂的易于回收和再利用的基础和优点，这使其成为合成多取代喹啉的高度实用和环境友好的途径。有趣的是，这种一锅合成可以在不对称芳基胺存在下区域选择性地产生产物。 图形概要
• Aerobic Synthesis of Substituted Quinoline from Aldehyde and Aniline: Copper-Catalyzed Intermolecular C–H Active and C–C Formative Cyclization
  作者：Rulong Yan、Xingxing Liu、Congming Pan、Xiaoqiang Zhou、Xiaoni Li、Xing Kang、Guosheng Huang

  DOI：10.1021/ol402312h

  日期：2013.9.20

  An efficient method for the direct synthesis of substituted quinolines from anilines and aldehydes through C–H functionalization, C–C/C–N bond formation, and C–C bond cleavage has been developed. The method is simple and practical and employs air as an oxidant.

  已经开发了一种通过C–H官能化，C–C / C–N键形成和C–C键裂解从苯胺和醛直接合成取代喹啉的有效方法。该方法简单实用，并采用空气作为氧化剂。
• SOLID SUPPORTED GOLD NANOPARTICLES, METHODS OF USE THEREOF, AND METHODS FOR MAKING SAME
  申请人：Che Chi-Ming

  公开号：US20110282065A1

  公开（公告）日：2011-11-17

  Solid-supported gold nanoparticles for use as a catalyst for the synthesis of quinolines from anilines and aldehydes using oxygen as an oxidant are provided. Also provided are a method for the preparation of SiO 2 -supported gold nanoparticles by in situ deposition of gold nanoparticles to silica gel and a method for synthesizing quinolines from anilines and aldehydes using oxygen as an oxidant.

  本发明提供了用于合成喹啉的催化剂的固体支撑金纳米粒子，该催化剂由苯胺和醛类化合物使用氧气作为氧化剂合成。还提供了一种通过原位沉积金纳米粒子到硅胶上制备SiO2支撑金纳米粒子的方法，以及一种使用氧气作为氧化剂从苯胺和醛类化合物合成喹啉的方法。
• Selective Conversion of Diallylanilines and Arylimines to Quinolines
  作者：Josemon Jacob、William D. Jones

  DOI：10.1021/jo026737j

  日期：2003.5.1

  A variety of diallylanilines are shown to undergo cobalt-carbonyl catalyzed rearrangement to quinolines. Diallylanilines are also used as allyl transfer reagents to convert benzaldimines into quinolines. Substitution in the 2- and 3-positions of the quinoline is featured in all transformations.
• Efficient One-Pot Synthesis of 2-Alkylquinolines under Solvent-Free Conditions Using Sulfonic Acid Functionalized Ionic Liquid as a Recoverable and Reusable Catalyst
  作者：Min Zhang、Yuqiang Ding、Biao Xiong、Ting Wang、Li Wang

  DOI：10.3987/com-11-12289

  日期：——

  Sulfonic acid functionalized ionic liquid (FIL-A) was firstly used as a recoverable and reusable catalyst for the synthesis of 2-alkylquinoline derivatives from simple and readily available alkylaldehydes and arylamines. The method has the advantages of simple experimental procedure, easy recovery and reuse of catalyst, solvent-free and mild reaction conditions, excellent functional group tolerance, etc. which makes it a highly practical and environmentally benign pathway for the synthesis of 2-alkylquinolines.