benzyl 2,3-dimethoxybenzoate

• 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: benzyl 2,3-dimethoxybenzoate
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: LBQDAMQQPCUVQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl 2,3-dimethoxybenzoate 在 palladium 10% on activated carbon 、 silica gel 、 环己烯 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以99%的产率得到2,3-二甲氧基苯甲酸
  参考文献：
  名称：

  用于研发连续流动转移加氢的高迁移率反应器单元

  摘要：

  设计了重量小于10千克的手提箱大小的移动反应器单元（MRU），用于实验室规模的连续流动式加氢。简单的环己烯和助溶剂与钯/木炭填充床反应器的结合提供了一种无需分离即可纯化几乎所有产物的装置。保留时间低至2分钟，可有效还原包括烯烃，三键，硝基，羰基等在内的多个官能团。此外，可以高产率去除标准保护基团，例如Cbz，苄基和烯丙基醚或酯。为了证明设置的灵活性，还对MRU进行了Mizoroki-Heck反应的示例。最后，

  DOI：

  10.1021/acs.oprd.6b00441
• 作为产物：
  描述：

  苯甲醛 、 2,3-二甲氧基苯甲醛 在 tris(bis(trimethylsilyl)amido)samarium(III) 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 48.0h， 以49%的产率得到苯甲酸苄酯
  参考文献：
  名称：

  Modification of mesoporous silicate SBA-15 with tris[bis(trimethylsilyl)amido]samarium and its utility in Tishchenko reaction

  摘要：

  Treatment of mesoporous silicate SBA-15 with Sm[N(SiMe3)(2)](3) led to the formation of a novel organolanthanide/inorganic hybrid material [SBA-15]Sm[N(SiMe3)(2)](x) via abstraction of N(SiMe3)(2) by terminal silanol groups and subsequent surface silylation. The hybrid material was characterized by elemental analyses, IR spectroscopy, X-ray diffraction, and nitrogen sorption, indicating a successful tailoring inside the silicate SBA-15 and the maintenance of the well-ordered mesostructure. This hybrid material is a promising heterogeneous catalyst for the Tishchenko reaction, where it is superior to the homogeneous correspondent in deactivation behavior, reusability and relative tolerance to oxygen, particularly in the control of selectivity of mixed Tishchenko reaction due to the steric hindrance and the diffusion control derived from the surface confinement. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.05.013

文献信息

• A High Mobility Reactor Unit for R&D Continuous Flow Transfer Hydrogenations
  作者：Rasmus K. Jensen、Nikolaj Thykier、Martin V. Enevoldsen、Anders T. Lindhardt

  DOI：10.1021/acs.oprd.6b00441

  日期：2017.3.17

  unit (MRU) weighing in at less than 10 kg was designed for laboratory scale transfer hydrogenations in continuous flow. Simple cyclohexene and a cosolvent in combination with a palladium-on-charcoal packed bed reactor provided a setup with isolation of nearly all products without the need for further purification. Several functional groups including olefins, triple bonds, nitro-groups, carbonyls, and

  设计了重量小于10千克的手提箱大小的移动反应器单元（MRU），用于实验室规模的连续流动式加氢。简单的环己烯和助溶剂与钯/木炭填充床反应器的结合提供了一种无需分离即可纯化几乎所有产物的装置。保留时间低至2分钟，可有效还原包括烯烃，三键，硝基，羰基等在内的多个官能团。此外，可以高产率去除标准保护基团，例如Cbz，苄基和烯丙基醚或酯。为了证明设置的灵活性，还对MRU进行了Mizoroki-Heck反应的示例。最后，
• Modification of mesoporous silicate SBA-15 with tris[bis(trimethylsilyl)amido]samarium and its utility in Tishchenko reaction
  作者：Yinghua Chen、Zhenyu Zhu、Jie Zhang、Jianzhong Shen、Xigeng Zhou

  DOI：10.1016/j.jorganchem.2005.05.013

  日期：2005.8

  Treatment of mesoporous silicate SBA-15 with Sm[N(SiMe3)(2)](3) led to the formation of a novel organolanthanide/inorganic hybrid material [SBA-15]Sm[N(SiMe3)(2)](x) via abstraction of N(SiMe3)(2) by terminal silanol groups and subsequent surface silylation. The hybrid material was characterized by elemental analyses, IR spectroscopy, X-ray diffraction, and nitrogen sorption, indicating a successful tailoring inside the silicate SBA-15 and the maintenance of the well-ordered mesostructure. This hybrid material is a promising heterogeneous catalyst for the Tishchenko reaction, where it is superior to the homogeneous correspondent in deactivation behavior, reusability and relative tolerance to oxygen, particularly in the control of selectivity of mixed Tishchenko reaction due to the steric hindrance and the diffusion control derived from the surface confinement. (c) 2005 Elsevier B.V. All rights reserved.