diethyl (1-phenyl-1-(phenylamino)ethyl)phosphonate | 67652-76-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: diethyl (1-phenyl-1-(phenylamino)ethyl)phosphonate
• 英文别名: diethyl 1-phenyl-1-(N-phenylamino)ethylphosphonate；diethyl (1-phenyl-1-phenylaminoethyl)phosphonate；(1-anilino-1-phenyl-ethyl)-phosphonic acid diethyl ester；(1-Anilino-1-phenyl-aethyl)-phosphonsaeure-diaethylester；Phosphonic acid, [1-phenyl-1-(phenylamino)ethyl]-, diethyl ester；N-(1-diethoxyphosphoryl-1-phenylethyl)aniline
• CAS: 67652-76-0
• 化学式: C₁₈H₂₄NO₃P
• 分子量: 333.367
• InChiKey: RPBBYVCJRHLCBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯基-(1-苯亚乙基)胺 、 亚磷酸二乙酯 在 sodium ethanolate 作用下， 生成 diethyl (1-phenyl-1-(phenylamino)ethyl)phosphonate
  参考文献：
  名称：

  Pudowik; Kortschemkina, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1952, p. 940,942, 945; engl. Ausg. S. 831

  摘要：

  DOI：

文献信息

• Synthesis of α-aminophosphonates using carbon nanotube supported imidazolium salt-based ionic liquid as a novel and environmentally benign catalyst
  作者：Kaveh Parvanak Boroujeni、Elham Rezazadeh Shirazi、Mohammad Mahdi Doroodmand

  DOI：10.1080/10426507.2015.1072182

  日期：2016.5.3

  Abstract A supported acidic catalyst was easily prepared via anchoring imidazolium salt-based ionic liquid onto multiwalled carbon nanotube by covalent bonds. This novel immobilized acidic ionic liquid effectively catalyzed the one-pot synthesis of α-aminophosphonates from the reaction of amines and aldehydes with diethyl phosphite. The catalyst can be easily recovered and reused without appreciable

  摘要 通过将咪唑鎓盐基离子液体通过共价键锚定在多壁碳纳米管上，很容易制备负载型酸性催化剂。这种新型固定化酸性离子液体有效地催化了胺和醛与亚磷酸二乙酯反应一锅法合成 α-氨基膦酸酯。催化剂可以很容易地回收和再利用，而不会明显改变其效率。图形概要
• Air-stable zirconocene bis(perfluorobutanesulfonate) as a highly efficient catalyst for synthesis of α-aminophosphonates via Kabachnik–Fields reaction under solvent-free condition
  作者：Ningbo Li、Xie Wang、Renhua Qiu、Xinhua Xu、Jinyang Chen、Xiaohong Zhang、Sihai Chen、Shuangfeng Yin

  DOI：10.1016/j.catcom.2013.10.013

  日期：2014.1

  Zirconocene bis(perfluorobutanesulfonate) [Cp2Zr(OSO2C4F9)2·2H2O] was successfully synthesized by treatment of Cp2ZrCl2 with C4F9SO3Ag, and was found to have the nature of air-stability, water tolerance, high thermal stability and strong Lewis acidity. This complex showed high catalytic efficiency for the synthesis of α-aminophosphonates via Kabachnik–Fields reaction of aldehydes/ketones, amines and

  通过用C 4 F 9 SO 3处理Cp 2 ZrCl 2成功地合成了茂锆双（全氟丁烷磺酸盐）[Cp 2 Zr（OSO 2 C 4 F 9）2 ·2H 2 O]。Ag，并且具有空气稳定性，耐水性，高热稳定性和强路易斯酸性的性质。该络合物在温和无溶剂的条件下，通过Kabachnik-Fields反应醛/酮，胺和亚磷酸二乙酯，显示出对α-氨基膦酸酯合成的高催化效率。此外，在五个周期的测试中，它可以重复使用而不会失去活动。与我们先前报道的Cp 2 Zr（OSO 2 C 8 F 17）2 ·3H 2 O·THF配合物相比，该配合物表现出更好的催化活性。
• Tin(II) Compounds as Catalysts for the Kabachnik-Fields Reaction under Solvent-Free Conditions: Facile Synthesis of α-Aminophosphonates
  作者：Kensaku Nakayama、Ricardo Gallardo-Macias

  DOI：10.1055/s-0029-1217091

  日期：2010.1

  catalytic amount of tin(II) salts, the three-component Kabachnik-Fields reaction involving aldehydes, amines, and diethyl phosphite proceeded smoothly to afford the corresponding α-aminophosphonates in good to high yields. These reactions were carried out under solvent-free conditions. α-aminophosphonates - catalysis - imines - Lewis acids - solvent-free

  在催化量的锡（II）盐存在下，涉及醛，胺和亚磷酸二乙酯的三组分Kabachnik-Fields反应平稳进行，以高收率或高收率得到相应的α-氨基膦酸酯。这些反应在无溶剂条件下进行。 α-氨基膦酸酯-催化-亚胺-路易斯酸-无溶剂
• Magnetic ZnO@CuO@Iron ore nanocomposites as a green and highly efficient heterogeneous nanocatalyst for solventless synthesis of α-aminophosphonates
  作者：S Mohammad Sajadi

  DOI：10.1177/1747519819883883

  日期：2020.1

  A green novel synthesis of ZnO@CuO@Iron ore nanocomposites as a novel and magnetic heterogeneous nanocatalyst is used for the one-pot synthesis of α-aminophosphonates under solventless conditions. This study benefits from the magnetic iron ore acting as a multi-mineral Lewis acid system, the green properties and the large surface area due to its nanostructure. Moreover, scanning electron microscope

  绿色新型合成 ZnO@CuO@铁矿石纳米复合材料作为一种新型磁性多相纳米催化剂，用于在无溶剂条件下一锅法合成 α-氨基膦酸酯。这项研究受益于磁性铁矿石作为多矿物路易斯酸系统，由于其纳米结构而具有绿色特性和大表面积。此外，扫描电子显微镜分析证实该纳米催化剂具有优异的产率和良好的可回收性；即使在模型反应的第 10 次循环之后，它仍然保持其潜力，催化活性没有显着损失。
• Zirconium(IV) Compounds As Efficient Catalysts for Synthesis of α-Aminophosphonates
  作者：Srikant Bhagat、Asit K. Chakraborti

  DOI：10.1021/jo8009006

  日期：2008.8.1

  Zirconium(IV) compounds are reported as excellent catalysts for a three-component one-pot reaction of an amine, an aldehyde or a ketone, and a di/trialkyl/aryl phosphite to form α-aminophosphonates under solvent-free conditions at rt. Among the various zirconium compounds, ZrOCl2·8H2O and ZrO(ClO4)2·6H2O were most effective. The reactions were faster with dialkyl/diaryl phosphites than with trialkyl/triaryl

  据报道，锆（IV）化合物是胺，醛或酮与亚磷酸二/三烷基酯/芳基酯在室温下在无溶剂条件下形成三组分一锅法反应的极佳催化剂。在各种锆化合物中，ZrOCl 2 ·8H 2 O和ZrO（ClO 4）2 ·6H 2 O最有效。亚磷酸二烷基/二芳基酯的反应比亚磷酸三烷基酯/三芳基酯的反应更快。用芳基甲基醚和甲基酯基团没有发生O -Me裂解。α，β-不饱和羰基部分不与发色部分进行共轭加成。