1-bromo-4-[[(2-methoxyethoxy)methoxy]methyl]benzene | 121392-24-3

• 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: 1-bromo-4-[[(2-methoxyethoxy)methoxy]methyl]benzene
• 英文别名: 1-bromo-4-{[(2-methoxyethoxy)methoxy]methyl}benzene；1-Bromo-4-(2-methoxyethoxymethoxymethyl)benzene
• CAS: 121392-24-3
• 化学式: C₁₁H₁₅BrO₃
• 分子量: 275.142
• InChiKey: VJDOOBURMOEEAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-bromo-4-[[(2-methoxyethoxy)methoxy]methyl]benzene 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 4.67h， 生成 4-[dimethyl(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silyl]benzenemethanol
  参考文献：
  名称：

  三（全氟烷基）甲硅烷基实体作为氟-氟相互作用非共价固定催化剂的非预期有效标签：在几种全氟标签配体的合成中的应用

  摘要：

  对于在C 8 F 17改性的硅胶上配备（C 8 F 17 CH 2 CH 2）3 Si标签的化合物，在HPLC研究中获得了意想不到的高保留时间（图4）。因此，这些标签对于将催化剂非共价固定在有机溶剂中具有很高的潜力，从而可以通过过滤和再施加容易地分离和再利用催化剂。的三（全氟烷基）甲硅烷基标签可以以直接的方式被结合到配体由若干突出类配体（合成所证明方案 4- 6）。

  DOI：

  10.1002/hlca.200590087
• 作为产物：
  描述：

  2-甲氧基乙氧基甲基氯 、 4-溴苄醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以52%的产率得到1-bromo-4-[[(2-methoxyethoxy)methoxy]methyl]benzene
  参考文献：
  名称：

  Perfluoro-Tagged Benzyloxycarbonyl Protecting Group and Its Application in Fluorous Biphasic Systems

  摘要：

  The synthesis of a new perfluoro-tagged benzyloxycarbonyl protecting group is reported, as well as its application in the parallel protection of amines. Isolation of the protected amines was performed by simple liquid-liquid extraction between perfluorinated and organic solvents, Deprotection was achieved by standard hydrogenolysis. The novel protecting group was also applied to cyclization protocols leading to quinazoline-2,4-diones. These products were isolated by simple extraction procedures.

  DOI：

  10.1002/1522-2675(200201)85:1<255::aid-hlca255>3.0.co;2-5

文献信息

• (alpha)-HYDROPEROXYISOPROPYLPHENYL COMPOUNDS AND PROCESS FOR THEIR PREPARATION
  申请人：TERUMO KABUSHIKI KAISHA

  公开号：EP0328643B1

  公开（公告）日：1994-07-06
• US5043142A
  申请人：——

  公开号：US5043142A

  公开（公告）日：1991-08-27
• Perfluoro-Tagged Benzyloxycarbonyl Protecting Group and Its Application in Fluorous Biphasic Systems
  作者：Dominik Schwinn、Willi Bannwarth

  DOI：10.1002/1522-2675(200201)85:1<255::aid-hlca255>3.0.co;2-5

  日期：2002.1

  The synthesis of a new perfluoro-tagged benzyloxycarbonyl protecting group is reported, as well as its application in the parallel protection of amines. Isolation of the protected amines was performed by simple liquid-liquid extraction between perfluorinated and organic solvents, Deprotection was achieved by standard hydrogenolysis. The novel protecting group was also applied to cyclization protocols leading to quinazoline-2,4-diones. These products were isolated by simple extraction procedures.
• Tris(perfluoroalkyl)silyl Entities as Unexpectedly Potent Tags for the Noncovalent Immobilization of Catalysts by Fluorous-Fluorous Interactions: Application to the Synthesis of Several Perfluoro-Tagged Ligands
  作者：Vasyl Andrushko、Dominik Schwinn、Carl Christoph Tzschucke、Florian Michalek、Joachim Horn、Christian Mössner、Willi Bannwarth

  DOI：10.1002/hlca.200590087

  日期：2005.5

  compounds equipped with (C8F17CH2CH2)3Si tags on C8F17-modified silica gel (Fig. 4). Hence, these tags have a high potential for the noncovalent immobilization of catalysts to be applied in organic solvents, allowing for an easy separation and re-use of the catalyst by filtration and reapplication. The tris(perfluoroalkyl)silyl tag could be incorporated in a straightforward manner into ligands as demonstrated

  对于在C 8 F 17改性的硅胶上配备（C 8 F 17 CH 2 CH 2）3 Si标签的化合物，在HPLC研究中获得了意想不到的高保留时间（图4）。因此，这些标签对于将催化剂非共价固定在有机溶剂中具有很高的潜力，从而可以通过过滤和再施加容易地分离和再利用催化剂。的三（全氟烷基）甲硅烷基标签可以以直接的方式被结合到配体由若干突出类配体（合成所证明方案 4- 6）。