benzyl 4-hydroxy-3-formylphenyl sulfide | 1392000-59-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 4-hydroxy-3-formylphenyl sulfide
• 英文别名: 5-Benzylsulfanyl-2-hydroxybenzaldehyde
• CAS: 1392000-59-7
• 化学式: C₁₄H₁₂O₂S
• 分子量: 244.314
• InChiKey: HTMOLSKYZUYMBM-UHFFFAOYSA-N

物化性质

• 沸点：
  389.5±42.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  溴甲苯 、 5-溴水杨醛 在 potassium carbonate 、 硫脲 作用下， 以 水 为溶剂， 反应 12.0h， 以81%的产率得到benzyl 4-hydroxy-3-formylphenyl sulfide
  参考文献：
  名称：

  One-pot thioetherification of aryl halides with thiourea and benzyl bromide in water catalyzed by Cu-grafted furfural imine-functionalized mesoporous SBA-15

  摘要：

  对SBA-15进行表面功能化，随后与Cu(OAc)₂反应，开发了一种新型的铜掺杂功能化介孔材料。该材料能够在水相介质中催化不同卤代芳烃与硫脲和溴化苄的一锅三组件偶联反应，产率非常可观（80-88%）。

  DOI：

  10.1039/c2cc32676k

文献信息

• Cu-Grafted Functionalized Mesoporous SBA-15: A Novel Heterogeneous Catalyst for Facile One-Pot Three-Component C–S Cross-Coupling Reaction of Aryl Halides in Water
  作者：John Mondal、Parijat Borah、Arindam Modak、Yanli Zhao、Asim Bhaumik

  DOI：10.1021/op4000994

  日期：2014.1.17

  A highly ordered 2D hexagonal Cu-grafted functionalized mesoporous SBA-15 (Cu-PIF-SBA-15) has been designed through postsynthetic modification of mesoporous SBA-15. Surface functionalization technique has been employed to synthesize -NH2 fiinctionalized mesoporous SBA-15 material. Schiff base condensation of this -NH2 functionalized SBA-15 with phloroglucinol dialdehyde leads to the formation of PIF-SBA-15. Reaction of PIF-SBA-15 with Cu(OAc)(2)center dot H2O in ethanol under reflux leads to the formation of Cu-PIF-SBA-15 catalyst. This Cu-PIF-SBA-15 catalyst exhibits excellent catalytic activity in a one-pot three-component C-S coupling reaction for a diverse range of aryl halides (bromide and chloride) with thiourea and benzyl bromide in aqueous medium to offer aryl alkyl thioether in very good yields. Due to the strong binding ability of the imine-N and phenolic-OH functional groups present in the phloroglucinol diimine moiety of the framework, the anchored Cu(II) could not leach out from the surface of the mesoporous catalyst during the course of reaction, and it has been observed that six repetitive reaction cycles could not cause any appreciable loss in the catalytic activity of this material.