[6-(Methoxymethyl)naphthalen-2-yl] acetate | 1075754-22-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [6-(Methoxymethyl)naphthalen-2-yl] acetate
• CAS: 1075754-22-1
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: FHRZMAJUYFMHLX-UHFFFAOYSA-N

物化性质

• 沸点：
  350.4±17.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯硼酸酐 、 [6-(Methoxymethyl)naphthalen-2-yl] acetate 在 potassium phosphate 、 二氯化双(三环己基膦)镍(II) 、 水 作用下， 反应 12.0h， 以83%的产率得到2-(methoxymethyl)-6-phenylnaphthalene
  参考文献：
  名称：

  Biaryl Construction via Ni-Catalyzed C−O Activation of Phenolic Carboxylates

  摘要：

  Biaryl scaffolds were constructed via Ni-catalyzed aryl C-O activation by avoiding cleavage of the more reactive acyl C-O bond aryl carboxylates. Now aryl esters, in general, can be successfully employed in cross-coupling reactions for the first time. The substrate scope and synthetic utility of the chemistry were demonstrated by the syntheses of more than 40 biaryls and by constructing complex organic molecules. Water was observed to play an important role in facilitating this transformation.

  DOI：

  10.1021/ja8056503

文献信息

• Biaryl Construction via Ni-Catalyzed C−O Activation of Phenolic Carboxylates
  作者：Bing-Tao Guan、Yang Wang、Bi-Jie Li、Da-Gang Yu、Zhang-Jie Shi

  DOI：10.1021/ja8056503

  日期：2008.11.5

  Biaryl scaffolds were constructed via Ni-catalyzed aryl C-O activation by avoiding cleavage of the more reactive acyl C-O bond aryl carboxylates. Now aryl esters, in general, can be successfully employed in cross-coupling reactions for the first time. The substrate scope and synthetic utility of the chemistry were demonstrated by the syntheses of more than 40 biaryls and by constructing complex organic molecules. Water was observed to play an important role in facilitating this transformation.