1-hexyl-3,3-bis(ethoxycarbonyl)-1,2,3,4-tetrahydroacridine | 134208-78-9

• 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: 1-hexyl-3,3-bis(ethoxycarbonyl)-1,2,3,4-tetrahydroacridine
• 英文别名: diethyl 1-hexyl-2,4-dihydro-1H-acridine-3,3-dicarboxylate
• CAS: 134208-78-9
• 化学式: C₂₅H₃₃NO₄
• 分子量: 411.541
• InChiKey: XHVDMCDIPHUGIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯甲基喹啉盐酸盐 在 manganese triacetate 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 12.0h， 生成 1-hexyl-3,3-bis(ethoxycarbonyl)-1,2,3,4-tetrahydroacridine
  参考文献：
  名称：

  Oxidation of diethyl (pyridylmethyl)malonates with manganese(III) acetate, cerium(IV) ammonium nitrate, and iron(III) perchlorate in the presence of alkenes and alkynes

  摘要：

  The oxidation of substituted diethyl 2-, 3-, or 4-picolylmalonates (1a-g) by Mn(III) acetate in acetic acid, Ce(IV) ammonium nitrate in methanol or acetic acid, and Fe(III) perchlorate in acetonitrile in the presence of substituted alkenes (2) and alkynes (3) affords substituted tetra- or dihydroquinolines and/or isoquinolines (4-9) in good to excellent yield. The influence of reaction medium on yield and isomer distribution has been investigated. A mechanism involving oxidative deprotonation of malonic esters by high-valent metal salts to malonyl radicals, their addition to olefins, and intramolecular homolytic substitution to protonated or metal-complexed heteroaromatic bases by the resulting substituted carbon radicals is suggested.

  DOI：

  10.1021/jo00018a024

文献信息

• CITTERIO, ATTILIO;SEBASTIANO, ROBERTO;CARVAYAL, MAGALY CACERES, J. ORG. CHEM., 56,(1991) N8, C. 5335-5341
  作者：CITTERIO, ATTILIO、SEBASTIANO, ROBERTO、CARVAYAL, MAGALY CACERES

  DOI：——

  日期：——