Dimethyl 1-hydroxy-6,7-dimethoxy-4-(2-oxopropyl)naphthalene-2,3-dicarboxylate | 132234-07-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Dimethyl 1-hydroxy-6,7-dimethoxy-4-(2-oxopropyl)naphthalene-2,3-dicarboxylate
• CAS: 132234-07-2
• 化学式: C₁₉H₂₀O₈
• 分子量: 376.363
• InChiKey: AAMVXPWERKIGTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-溴-2-(二甲氧基甲基)-4,5-二甲氧基苯 在 sodium hydroxide 、 正丁基锂 、 sodium acetate 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 15.0h， 生成 Dimethyl 1-hydroxy-6,7-dimethoxy-4-(2-oxopropyl)naphthalene-2,3-dicarboxylate
  参考文献：
  名称：

  A general synthetic route to isobenzofurans bearing a functionalized C-1 substituent

  摘要：

  Aromatic o-formyl acetals undergo base-catalyzed Claisen-Schmidt condensation with nitro compounds, ketones, methyl acetate, and acetonitrile to produce functionalized styrenes. Hydrolysis of the acetal and cyclization of the product in methanol provide methoxy phthalans 8 which are used to generate isobenzofurans bearing a functionalized substituent at C-1. The Diels-Alder reactions of these isobenzofurans with several dienophiles have been studied. Conjugated exo-methylene phthalans 20 have been isolated, and an unusual elimination of nitrous acid from nitroalkyl phthalans 8E and 8F has been observed.

  DOI：

  10.1021/jo00005a040

文献信息

• MEEGALLA, SANATH K.;RODRIGO, RUSSELL, J. ORG. CHEM., 56,(1991) N, C. 1882-1888
  作者：MEEGALLA, SANATH K.、RODRIGO, RUSSELL

  DOI：——

  日期：——
• A general synthetic route to isobenzofurans bearing a functionalized C-1 substituent
  作者：Sanath K. Meegalla、Russell Rodrigo

  DOI：10.1021/jo00005a040

  日期：1991.3

  Aromatic o-formyl acetals undergo base-catalyzed Claisen-Schmidt condensation with nitro compounds, ketones, methyl acetate, and acetonitrile to produce functionalized styrenes. Hydrolysis of the acetal and cyclization of the product in methanol provide methoxy phthalans 8 which are used to generate isobenzofurans bearing a functionalized substituent at C-1. The Diels-Alder reactions of these isobenzofurans with several dienophiles have been studied. Conjugated exo-methylene phthalans 20 have been isolated, and an unusual elimination of nitrous acid from nitroalkyl phthalans 8E and 8F has been observed.