6-Methoxy-naphthalin-2-carbonsaeure-tert.-butylester

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-Methoxy-naphthalin-2-carbonsaeure-tert.-butylester
• 英文别名: 6-methoxy-2-naphthoic acid t-butyl ester；Tert-butyl 6-methoxynaphthalene-2-carboxylate；tert-butyl 6-methoxynaphthalene-2-carboxylate
• 化学式: C₁₆H₁₈O₃
• 分子量: 258.317
• InChiKey: CEZYQIQKTDYHAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  一氧化碳 、 2-溴-6-甲氧基萘 、 sodium t-butanolate 在 1,1'-bis(diisopropylphosphino)ferrocene 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到6-Methoxy-naphthalin-2-carbonsaeure-tert.-butylester
  参考文献：
  名称：

  An Efficient Method for the Preparation of Tertiary Esters by Palladium-Catalyzed Alkoxycarbonylation of Aryl Bromides

  摘要：

  The palladium-catalyzed alkoxycarbonylation of aryl bromides is described for the efficient preparation of tertiary esters. The protocol proved compatible with a wide variety of functionallzed (hetero)aromatic bromides, as well as several different sterically hindered tertiary alcohols, affording the alkoxycarbonylated products in high yields. Finally, the formation of aromatic trityl esters is discussed.

  DOI：

  10.1021/ol203057w

文献信息

• An Efficient Method for the Preparation of Tertiary Esters by Palladium-Catalyzed Alkoxycarbonylation of Aryl Bromides
  作者：Zhuo Xin、Thomas M. Gøgsig、Anders T. Lindhardt、Troels Skrydstrup

  DOI：10.1021/ol203057w

  日期：2012.1.6

  The palladium-catalyzed alkoxycarbonylation of aryl bromides is described for the efficient preparation of tertiary esters. The protocol proved compatible with a wide variety of functionallzed (hetero)aromatic bromides, as well as several different sterically hindered tertiary alcohols, affording the alkoxycarbonylated products in high yields. Finally, the formation of aromatic trityl esters is discussed.