2-(methoxymethoxy)-1-octylnaphthalene | 147436-14-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(methoxymethoxy)-1-octylnaphthalene
• CAS: 147436-14-4
• 化学式: C₂₀H₂₈O₂
• 分子量: 300.441
• InChiKey: BODYGIDZTDEPOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  22.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(methoxymethoxy)-1-octylnaphthalene 在 盐酸 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 (1-Octylnaphthalen-2-yl) trifluoromethanesulfonate
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates

  摘要：

  The cross-coupling reaction of 9-alkyl-9-borabicyclo[3.3.1]nonane (9-R-9-BBN), 1-alkenyl-1,3,2-benzodioxaborole, or aryl boronic acid with 1-alkenyl or aryl triflates in the presence of K3PO4 (1.5 equiv) and a catalytic amount of Pd(PPh3)4 or Cl2Pd(dppf) resulted in high yields. The reaction conditions are sufficiently mild so that a variety of functionalized alkenes, alkadienes, and arenes are readily obtained. The utility of the present reaction was demonstrated by the cyclization of omega-alkenyl triflates leading to a benzo-fused cycloalkene and bicyclic alkene via a hydroboration-intramolecular coupling sequence.

  DOI：

  10.1021/jo00060a041
• 作为产物：
  描述：

  9-octyl-9-bora-bicyclo[3.3.1]nonane 、 1-碘-2-(甲氧基甲氧基)萘 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以72%的产率得到2-(methoxymethoxy)-1-octylnaphthalene
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates

  摘要：

  The cross-coupling reaction of 9-alkyl-9-borabicyclo[3.3.1]nonane (9-R-9-BBN), 1-alkenyl-1,3,2-benzodioxaborole, or aryl boronic acid with 1-alkenyl or aryl triflates in the presence of K3PO4 (1.5 equiv) and a catalytic amount of Pd(PPh3)4 or Cl2Pd(dppf) resulted in high yields. The reaction conditions are sufficiently mild so that a variety of functionalized alkenes, alkadienes, and arenes are readily obtained. The utility of the present reaction was demonstrated by the cyclization of omega-alkenyl triflates leading to a benzo-fused cycloalkene and bicyclic alkene via a hydroboration-intramolecular coupling sequence.

  DOI：

  10.1021/jo00060a041