ethyl {3-(p-bromophenyl)benzo[f]quinol-1-yl}acetate | 306965-32-2

• 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: ethyl {3-(p-bromophenyl)benzo[f]quinol-1-yl}acetate
• 英文别名: ethyl 2-{3-(4-bromophenyl)benzo[f]quinolin-1-yl}acetate；Ethyl 2-[3-(4-bromophenyl)benzo[f]quinolin-1-yl]acetate
• CAS: 306965-32-2
• 化学式: C₂₃H₁₈BrNO₂
• mdl: MFCD01030286
• 分子量: 420.305
• InChiKey: IFEMPEFZSRQNHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl {3-(p-bromophenyl)benzo[f]quinol-1-yl}acetate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 0.08h， 以88%的产率得到Potassium; [3-(4-bromo-phenyl)-benzo[f]quinolin-1-yl]-acetate
  参考文献：
  名称：

  Kozlov; Sauts; Gusak, Russian Journal of Organic Chemistry, 2000, vol. 36, # 4, p. 531 - 538

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-N-(4-bromophenylidene)naphthalen-2-amine 、 乙酰乙酸乙酯 在 盐酸 作用下， 以 异丙醇 为溶剂， 反应 1.0h， 以55%的产率得到ethyl {3-(p-bromophenyl)benzo[f]quinol-1-yl}acetate
  参考文献：
  名称：

  Kozlov; Sauts; Gusak, Russian Journal of Organic Chemistry, 2000, vol. 36, # 4, p. 531 - 538

  摘要：

  DOI：

文献信息

• An Efficient and Highly Selective Method for the Synthesis of 3-Arylbenzo­quinoline Derivatives Catalyzed by Iodine via Three-Component Reactions
  作者：Xiang-Shan Wang、Qing Li、Jian-Rong Wu、Yu-Ling Li、Chang-Sheng Yao、Shu-Jiang Tu

  DOI：10.1055/s-2008-1067087

  日期：——

  A mild, efficient and highly selective method for the synthesis of benzo[ F]quinoline derivatives via three-component reactions of arylaldehydes, naphthalen-2-amine and ketones or β-keto esters using iodine as catalyst is described. It should be noted that only one product was obtained, with high selectivity, when ketones or β-keto esters with two different α-hydrogen atoms were chosen as reactants

  介绍了一种以碘为催化剂，通过芳醛、萘-2-胺和酮或β-酮酯的三组分反应合成苯并[F]喹啉衍生物的温和、高效和高选择性的方法。It should be noted that only one product was obtained, with high selectivity, when ketones or β-keto esters with two different α-hydrogen atoms were chosen as reactants.
• β-oxoacids esters in the synthesis of benzo[f]quinoline derivatives
  作者：K. N. Gusak、N. G. Kozlov

  DOI：10.1134/s1070428007050119

  日期：2007.5

  Condensation of ethyl acetoacetate and ethyl 3-oxo-3-(2-furyl-, 2-quinolyl-, 3-pyridyl)propanoates with azomethines of 2-naphthylamine series led to the formation of ethyl (3-arylbenzo[f]quinol-1-yl)acetates and of esters of the corresponding 3-aryl-1-heteryl-2-benzo[f]quinolylcarboxylic acids. The intermediate reaction products were isolated: ethyl 5-(2-naphthylamino)-3-oxo-5-phenylpentanoate, 2-[(aryl)(2-naphthylamino)methyl]-3-heteryl-3-oxopropanoates, dihydro and tetrahydro derivatives of benzoquinolylacetic and benzoquinolinecarboxylic acids.