3-butyl-4-phenyloxazolidin-2-one | 17539-82-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-butyl-4-phenyloxazolidin-2-one
• 英文别名: 3-butyl-4-phenyl-oxazolidin-2-one；3-n-Butyl-4-phenyl-oxazolidon-(2)；3-Butyl-4-phenyl-1,3-oxazolidin-2-one
• CAS: 17539-82-1
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: BWEOXOFDADMNCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正溴丁烷 、 4-phenyl-2-oxazolidinone 在 aluminum oxide 、 potassium fluoride 作用下， 以 乙二醇二甲醚 为溶剂， 以83%的产率得到3-butyl-4-phenyloxazolidin-2-one
  参考文献：
  名称：

  A facile KF/Al2O3 mediated method for the synthesis of substituted oxazolidinones

  摘要：

  2-Substituted oxazolidinones are prepared by a KF/Al2O3 mediated reaction of an oxazolidinone with an alkyl bromide, isocyanate, or sulfonyl chloride. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01310-6

文献信息

• Environmentally benign chemical fixation of CO2 catalyzed by the functionalized ion-exchange resins
  作者：AnHua Liu、LiangNian He、ShiYong Peng、ZhongDa Pan、JingLun Wang、Jian Gao

  DOI：10.1007/s11426-010-4028-6

  日期：2010.7

  Basic ion-exchange resins, one kind of polystyryl-supported tertiary amine, were demonstrated to be highly efficient and recyclable catalysts for the fixation of carbon dioxide with aziridines under mild conditions, leading to the formation of 5-aryl-2-oxazolidinone with excellent regio-selectivities. Notably, neither solvents nor any additives were required, and the catalyst could be recovered by

  碱性离子交换树脂是一种聚苯乙烯基负载的叔胺，被证明是高效且可循环使用的催化剂，可在温和条件下用氮丙啶固定二氧化碳，从而形成具有优异性能的5-芳基-2-恶唑烷酮区域选择性。值得注意的是，既不需要溶剂也不需要任何添加剂，并且催化剂可以通过简单的过滤来回收，并且可以直接重复使用至少五次，而不会显着降低催化活性和选择性。本协议已应用于环氧化物/炔丙基胺与CO 2 / CS 2的反应。因此，这种无溶剂工艺代表了CO 2的环保催化转化 成为增值化学品，并可能在工业中的各种连续流反应器中具有潜力。
• Regioselective synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines using Br−Ph3+PPEG600P+Ph3Br− as an efficient, homogenous recyclable catalyst at ambient conditions
  作者：Rahul A. Watile、Dattatraya B. Bagal、Yogesh P. Patil、Bhalchandra M. Bhanage

  DOI：10.1016/j.tetlet.2011.09.056

  日期：2011.11

  phosphonium salt (Br−Ph3+PPEG600P+Ph3Br−) was found to be an efficient, homogenous, recyclable catalyst for coupling of CO2 with a variety of aziridines producing corresponding 5-aryl-2-oxazolidinones with good yields and excellent regioselectivity under relatively mild and solvent free conditions. Furthermore, the catalyst was effectively recycled for four consecutive cycles without any significant loss in

  聚乙二醇官能化鏻盐（BR -博士3 + PPEG 600 P +博士3溴- ）被发现是一种有效的，均匀的，可回收催化剂对CO的耦合2与各种相应的5-芳基-2-恶唑烷酮制备氮丙啶的在相对温和且无溶剂的条件下，具有良好的收率和出色的区域选择性。此外，该催化剂有效地再循环了四个连续的循环，而其催化活性和选择性没有任何明显的损失。
• A multifunctional MOF as a recyclable catalyst for the fixation of CO₂ with aziridines or epoxides and as a luminescent probe of Cr(<scp>vi</scp>)
  作者：Chun-Shuai Cao、Ying Shi、Hang Xu、Bin Zhao

  DOI：10.1039/c8dt00254a

  日期：——

  aziridines or five epoxides with different substituent groups. To our knowledge, this is the first multifunctional MOF-based catalyst used for the conversion of CO2 with aziridines or epoxides. Furthermore, luminescence investigations reveal that compound 1 can also act as a luminescent probe for chromium(VI) anion species, which is seriously harmful to humans and the environment. After five cycle tests, the

  包含24核锌纳米笼的多功能金属有机框架（1）显示出高的溶剂稳定性和pH稳定性。化合物1可以用作用氮丙啶或环氧化物转化CO 2的催化剂，仅通过简单而快速的方法就可以将其重复使用至少十次。十次循环后，化合物1的PXRD与原始循环非常一致。反应滤液的电感耦合等离子体测量表明，仅观察到痕量的Zn 2+泄漏，这表明框架在回收后没有崩溃。化合物1可有效催化CO 2的环加成反应和五个具有不同取代基的氮丙啶或五个环氧化物。据我们所知，这是第一种用于MOF的多官能团催化剂，用于用氮丙啶或环氧化物转化CO 2。此外，发光研究表明，化合物1还可以用作铬（VI）阴离子物种的发光探针，该铬对人体和环境具有严重危害。经过五次循环测试，化合物1的PXRD仍与原始化合物一致，表明化合物1可以用作Cr（VI）阴离子的循环发光探针。
• Ruthenium Porphyrin Catalyzed Synthesis of Oxazolidin‐2‐ones by Cycloaddition of CO ₂ to Aziridines
  作者：Daniela Carminati、Emma Gallo、Caterina Damiano、Alessandro Caselli、Daniela Intrieri

  DOI：10.1002/ejic.201801208

  日期：2018.12.31

  efficiently promoted by ruthenium(VI) imidoporphyrin complexes and yields a mixture of 5‐aryl (A) and 4‐aryl (B) substituted oxazolidin‐2‐ones with a regioisomeric A/B ratio up to 99:1. Several oxazolidin‐2‐one molecules were synthesized at 100 °C and 0.6 MPa of carbon dioxide by using the low catalytic loading of 1 mol‐%. The formation of a deactivated compound, deriving from the ruthenium catalyst, suggested

  钌（VI）亚氨基卟啉配合物可有效促进N-取代-2-芳基氮丙啶与CO 2的反应，生成5-芳基（A）和4-芳基（B）取代的恶唑烷二-2-酮与区域异构体的混合物A / B比例高达99：1。通过使用1 mol％的低催化负载量，在100°C和0.6 MPa的二氧化碳条件下，合成了几个恶唑烷-2-酮分子。衍生自钌催化剂的失活化合物的形成表明亚氨基氮原子可能具有催化作用。
• N-Heterocyclic Olefins as Robust Organocatalyst for the Chemical Conversion of Carbon Dioxide to Value-Added Chemicals
  作者：Vitthal B. Saptal、Bhalchandra M. Bhanage

  DOI：10.1002/cssc.201600467

  日期：2016.8.9

  activity of N‐heterocyclic olefins (NHOs) as a newly emerging class of organocatalyst is investigated for the chemical fixation of carbon dioxide through reactions with aziridines to form oxazolidinones and the N‐formylation of amines with polymethylhydrosiloxane (PMHS) or 9‐borabicyclo[3.3.1]nonane (9‐BBN) as the reducing agent under mild conditions. The exocyclic carbon atoms of NHOs are highly nucleophilic

  在本报告中，研究了N-杂环烯烃（NHOs）作为新兴的一类有机催化剂的活性，该方法通过与氮丙啶反应形成恶唑烷酮和胺与聚甲基氢硅氧烷（PMHS）的N-甲酰化反应来化学固定二氧化碳。在温和条件下使用9-borabicyclo [3.3.1]壬烷（9-BBN）作为还原剂。由于两个氮原子的供电子能力，NHOs的环外碳原子具有高度亲核性。NHO的这种高度亲核性激活了CO 2分子，形成了两性离子NHO-羧酸盐（NHO-CO 2）加合物，该化合物在甲酰化反应以及氮丙啶的羧基化反应生成恶唑烷酮中均具有活性。