4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-1,4-dihydro-3H-isochromen-3-one | 109560-23-8

• 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: 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-1,4-dihydro-3H-isochromen-3-one
• 英文别名: 4-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-isochroman-3-one；4,5,3',4'-Tetramethoxy-2-hydroxymethyl-diphenyl-essigsaeure-lacton；6-Hydroxymethyl-3,3',4,4'-tetramethoxydiphenylacetic acid lactone；4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-1,4-dihydroisochromen-3-one
• CAS: 109560-23-8
• 化学式: C₁₉H₂₀O₆
• 分子量: 344.364
• InChiKey: CBHKCFANTLSFNY-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C(Solv: ethanol (64-17-5))
• 沸点：
  515.1±50.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯乙酸 在 bis-triphenylphosphine-palladium(II) chloride 4-二甲氨基吡啶 、 sodium acetate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 21.0h， 生成 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-1,4-dihydro-3H-isochromen-3-one
  参考文献：
  名称：

  Synthesis of benzo[c]chromen-6-ones via novel cyclic aryl–Pd(II)–ester enolate intermediates

  摘要：

  The examination of the palladium catalysed arylation reactions of mono-iodo derivatives of the phenyl and benzyl esters of benzoic acid, phenylacetic acid and dehydrocinnamic acid has resulted in the formation of benzo[ c] chromen-6-ones, unexpected cinnamate and succinate products and diphenyl dimers. Many of these products can be rationalised as arising from novel cyclic ArPd(II)-enolate intermediates, formed by intramolecular C-H activation by ArPd( II). Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.080

文献信息

• Synthesis of benzo[c]chromen-6-ones via novel cyclic aryl–Pd(II)–ester enolate intermediates
  作者：Stephen R. Taylor、Alison T. Ung、Stephen G. Pyne

  DOI：10.1016/j.tet.2007.08.080

  日期：2007.11

  The examination of the palladium catalysed arylation reactions of mono-iodo derivatives of the phenyl and benzyl esters of benzoic acid, phenylacetic acid and dehydrocinnamic acid has resulted in the formation of benzo[ c] chromen-6-ones, unexpected cinnamate and succinate products and diphenyl dimers. Many of these products can be rationalised as arising from novel cyclic ArPd(II)-enolate intermediates, formed by intramolecular C-H activation by ArPd( II). Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.