1,2-Bis(1-ethoxyethoxy)-4-methoxybenzene | 148460-89-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-Bis(1-ethoxyethoxy)-4-methoxybenzene
• CAS: 148460-89-3
• 化学式: C₁₅H₂₄O₅
• 分子量: 284.353
• InChiKey: WABXDGNSRXUSGP-UHFFFAOYSA-N

物化性质

• 沸点：
  372.0±42.0 °C(Predicted)
• 密度：
  1.037±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2-Bis(1-ethoxyethoxy)-4-methoxybenzene 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 2,3-Bis(benzyloxy)-6-methoxybenzoic Acid
  参考文献：
  名称：

  Pivaloyl-directed regioselective syntheses of 2,3,6-trioxygenated benzamides: phenolic metabolites of remoxipride

  摘要：

  The regioselective syntheses of (S)-5-bromo-2,6-dimethoxy-N-[(1-ethyl-2-pyrrolidinyl)methyl]-3-hydroxybenzamide (2) and (S)-5-bromo-N-[(1-ethyl-2-pyrrolidinyl)methyl]-3-hydroxy-6-methoxy-salicylamide (3) from 2,6-dimethoxybenzoic acid and 4-methoxycatechol are described. The latter compound was protected and ortho-lithiated to introduce the carboxyl function in a regioselective manner. Regiocontrol in bromination and demethylation was achieved by introduction of a bulky pivaloyl group. This strategy also enabled the use of a common intermediate as an alternative synthesis of the catechol 3.

  DOI：

  10.1021/jo00065a015
• 作为产物：
  描述：

  4-甲氧基苯-1,2-二醇 、 乙烯基乙醚 在 三氯乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 生成 1,2-Bis(1-ethoxyethoxy)-4-methoxybenzene
  参考文献：
  名称：

  Pivaloyl-directed regioselective syntheses of 2,3,6-trioxygenated benzamides: phenolic metabolites of remoxipride

  摘要：

  The regioselective syntheses of (S)-5-bromo-2,6-dimethoxy-N-[(1-ethyl-2-pyrrolidinyl)methyl]-3-hydroxybenzamide (2) and (S)-5-bromo-N-[(1-ethyl-2-pyrrolidinyl)methyl]-3-hydroxy-6-methoxy-salicylamide (3) from 2,6-dimethoxybenzoic acid and 4-methoxycatechol are described. The latter compound was protected and ortho-lithiated to introduce the carboxyl function in a regioselective manner. Regiocontrol in bromination and demethylation was achieved by introduction of a bulky pivaloyl group. This strategy also enabled the use of a common intermediate as an alternative synthesis of the catechol 3.

  DOI：

  10.1021/jo00065a015