1-chloro-2,3-di(methoxymethoxy)benzene | 70461-30-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-chloro-2,3-di(methoxymethoxy)benzene
• 英文别名: 1-chloro-2,3-bis(methoxymethoxy)benzene
• CAS: 70461-30-2
• 化学式: C₁₀H₁₃ClO₄
• 分子量: 232.664
• InChiKey: PVHKYMRQQQPBLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-chloro-2,3-di(methoxymethoxy)benzene 在 仲丁基锂 、 碘 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以82%的产率得到4-chloro-2,3-di(methoxymethoxy)-1-iodobenzene
  参考文献：
  名称：

  Combined Directed ortho Metalation/Suzuki−Miyaura Cross-Coupling Strategies. Regiospecific Synthesis of Chlorodihydroxybiphenyls and Polychlorinated Biphenyls

  摘要：

  The Directed ortho Metalation (DoM)/Suzuki-Miyaura cross-coupling strategy is applied for the regiospecific construction of all isomeric monochloro and selected dichloro and trichloro 2,3-dihydroxybiphenyls (DHBs). The combined methodology highlights iterative DoM processes, hindered Suzuki-Miyaura couplings, and advantages in diversity in approaches from commercial starting materials leading to provision of chloro-DHBs as single isomers in high purity and on a gram scale. The syntheis of several PCBs are also reported.

  DOI：

  10.1021/jo062543i
• 作为产物：
  描述：

  邻苯二酚 在 仲丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成 1-chloro-2,3-di(methoxymethoxy)benzene
  参考文献：
  名称：

  Combined Directed ortho Metalation/Suzuki−Miyaura Cross-Coupling Strategies. Regiospecific Synthesis of Chlorodihydroxybiphenyls and Polychlorinated Biphenyls

  摘要：

  The Directed ortho Metalation (DoM)/Suzuki-Miyaura cross-coupling strategy is applied for the regiospecific construction of all isomeric monochloro and selected dichloro and trichloro 2,3-dihydroxybiphenyls (DHBs). The combined methodology highlights iterative DoM processes, hindered Suzuki-Miyaura couplings, and advantages in diversity in approaches from commercial starting materials leading to provision of chloro-DHBs as single isomers in high purity and on a gram scale. The syntheis of several PCBs are also reported.

  DOI：

  10.1021/jo062543i

文献信息

• Modular Synthesis of Halogenated Xanthones by a Divergent Coupling Strategy
  作者：Jonas W. Meringdal、Alexander Kilian、Wingkee C. Li、Maximilian J. B. Heinemann、Marvin Rausch、Tanja Schneider、Dirk Menche

  DOI：10.1021/acs.joc.2c01157

  日期：2022.7.15

  A versatile strategy to halogenated xanthones was developed that relies on a modular coupling of vanillin derivatives with a dibromoquinone. Depending on the reaction conditions, either the 6- or the 7-bromo heterocycles may be obtained in a divergent manner. These heterocycles may be readily further elaborated by sequential Sonogashira couplings, and the sequence may be successfully applied to substructures

  开发了一种卤化呫吨酮的通用策略，该策略依赖于香草醛衍生物与二溴醌的模块化偶联。取决于反应条件，可以以不同的方式获得 6-或 7-溴杂环。这些杂环可以很容易地通过顺序的 Sonogashira 偶联进一步精细化，并且该序列可以成功地应用于抗生素溶血磷脂的亚结构。
• Plaumann,H.P.; Rodrigo,R., Polish Journal of Chemistry, 1979, vol. 53, p. 201 - 203
  作者：Plaumann,H.P.、Rodrigo,R.

  DOI：——

  日期：——
• PLAUMANN H. P.; RODRIGO R., POL. J. CHEM., 1979, 53, NO 1, 201-203
  作者：PLAUMANN H. P.、 RODRIGO R.

  DOI：——

  日期：——