(3,4-Dimethoxy-2-methyl-phenyl)-oxo-acetic acid ethyl ester | 293731-03-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3,4-Dimethoxy-2-methyl-phenyl)-oxo-acetic acid ethyl ester
• 英文别名: Ethyl 2-(3,4-dimethoxy-2-methylphenyl)-2-oxoacetate
• CAS: 293731-03-0
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: YYJRLAYFWGZDFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  377.3±42.0 °C(Predicted)
• 密度：
  1.137±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3,4-Dimethoxy-2-methyl-phenyl)-oxo-acetic acid ethyl ester 在 双氧水 、 sodium hydroxide 作用下， 生成 2-甲基-3,4-二甲氧基苯甲酸
  参考文献：
  名称：

  A Practical Synthesis of 3,4-Dimethoxy-o-toluic Acid

  摘要：

  A streamlined, telescoped process has been developed for the preparation of 3,4-dimethoxy-o-toluic acid, starting with economical and readily available 2,3-dimethoxybenzaidehyde. Catalytic reduction of the aldehyde functional group generated dimethoxytoluene, which was brominated in situ. The resultant aryl bromide was isolated, converted into a Grignard reagent, and transformed into a carboxylic acid with dry ice. The process was demonstrated on a pilot-plant scale.

  DOI：

  10.1021/op049938t
• 作为产物：
  描述：

  (2,2-Dimethoxy-ethylamino)-(3,4-dimethoxy-2-methyl-phenyl)-acetic acid ethyl ester 在 三乙胺 、 copper dichloride 、 palladium dichloride 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 生成 (3,4-Dimethoxy-2-methyl-phenyl)-oxo-acetic acid ethyl ester
  参考文献：
  名称：

  Sulfonamidoacetal Cyclization-based Synthesis of a Tetrahydrooxazaphenalenelactone Related to the ABC-Ring System of the Stephaoxocanes

  摘要：

  DOI：

  10.3987/com-00-9099

文献信息

• Synthesis of 4-Hydroxy-7,8-dimethoxyisochroman-3-one and Its Plant Growth-Regulating Properties on Tobacco (<i>Nicotiana tabacum</i> cv. Petit Havana)
  作者：Darío A. Bianchi、Nicolás E. Blanco、Néstor Carrillo、Teodoro S. Kaufman

  DOI：10.1021/jf0351117

  日期：2004.4.1

  The synthesis of 6,7-dimethoxy-4-hydroxyisochroman-3-one 10 from 2,3-dimethoxytoluene (11) via glyoxylate 12 is reported. Compound 10 strongly inhibited vegetative growth of tobacco plants, whereas developmental patterns (protein levels, protein profile, pigments, and chlorophylls) were not affected. Morphological changes were observed in the leaves of the treated plants.
• Sulfonamidoacetal Cyclization-based Synthesis of a Tetrahydrooxazaphenalenelactone Related to the ABC-Ring System of the Stephaoxocanes
  作者：Teodoro S. Kaufman

  DOI：10.3987/com-00-9099

  日期：——
• A Practical Synthesis of 3,4-Dimethoxy-<i>o</i>-toluic Acid
  作者：Terrence J. Connolly、Michael Matchett、Patrick McGarry、Sunil Sukhtankar、Jiang Zhu

  DOI：10.1021/op049938t

  日期：2004.7.1

  A streamlined, telescoped process has been developed for the preparation of 3,4-dimethoxy-o-toluic acid, starting with economical and readily available 2,3-dimethoxybenzaidehyde. Catalytic reduction of the aldehyde functional group generated dimethoxytoluene, which was brominated in situ. The resultant aryl bromide was isolated, converted into a Grignard reagent, and transformed into a carboxylic acid with dry ice. The process was demonstrated on a pilot-plant scale.