diethyl (1-(phenylamino)cyclohexyl)phosphonate | 7236-86-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: diethyl (1-(phenylamino)cyclohexyl)phosphonate
• 英文别名: diethyl 1-[N-(phenyl)amino]cyclohexylphosphonate；O,O-diethyl(1-phenylaminocyclohexyl)phosphonate；diethyl (1-phenylaminocyclohexyl)phosphonate；diethyl 1-(phenylamino)cyclohexylphosphonate；diethyl 1-phenylaminocyclohexylphosphonate；diethyl 1-anilinocyclohexylphosphonate；Diethyl [1-(phenylamino)cyclohexyl]phosphonate；N-(1-diethoxyphosphorylcyclohexyl)aniline
• CAS: 7236-86-4
• 化学式: C₁₆H₂₆NO₃P
• 分子量: 311.361
• InChiKey: AQYMPJLPMMAHDY-UHFFFAOYSA-N

物化性质

• 熔点：
  110-112 °C
• 沸点：
  438.5±24.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl (1-(phenylamino)cyclohexyl)phosphonate 、 sodium 生成 diethyl 1-<(N-sodio)anilino>cyclohexylphosphonate
  参考文献：
  名称：

  MINAMI TORU; MATSUZAKI NARIHIDE; OHSHIRO YOSHIKI; AGAWA TOSHIO, J. CHEM. SOC. PERKIN TRANS., PART 1, 1980, NO 8 1731-1738

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基二氯化磷 以 苯 为溶剂， 反应 11.0h， 生成 diethyl (1-(phenylamino)cyclohexyl)phosphonate
  参考文献：
  名称：

  Nurtdinov, S. Kh.; Fakhrutdinova, R. A.; Zamaletdinova, R. R., Journal of general chemistry of the USSR, 1988, vol. 58, # 11, p. 2185 - 2189

  摘要：

  DOI：

文献信息

• Organic Reactions in Water: A Distinct Novel Approach for an Efficient Synthesis of α-Amino Phosphonates Starting Directly from Nitro Compounds
  作者：Biswanath Das、Gandham Satyalakshmi、Kanaparthy Suneel、Kongara Damodar

  DOI：10.1021/jo901765s

  日期：2009.11.6

  A distinct approach for high-yielding synthesis of α-amino phosphonates has been discovered through three-component reaction of nitro compounds, aldehydes, or ketones and dialkyl or trialkyl phosphites using indium in dilute aqueous HCl at room temperature. This one-pot conversion consists of the following steps: (i) reduction of nitro compounds to amines, (ii) formation of imines from amines and carbonyl

  通过在室温下在稀盐酸水溶液中使用铟使硝基化合物，醛或酮与亚磷酸二烷基酯或三烷基亚磷酸酯发生三组分反应，已发现了一种高产率合成α-氨基膦酸酯的独特方法。这一一锅转化包括以下步骤：（i）将硝基化合物还原为胺，（ii）由胺和羰基化合物形成亚胺，以及（iii）亚胺的氢膦酰化。
• An efficient method for the phosphonation of C=X compounds
  作者：A. O. Kolodyazhnaya、O. O. Kolodyazhnaya、O. I. Kolodyazhnyi

  DOI：10.1134/s1070363210040055

  日期：2010.4

  (aldehydes, ketones, ketophosphonates, aldimines, ketimines, isocyanates, isothiocyanates, and activated olefins) in the presence of amines and anilines hydrohalides was studied. We found that pyridine hydrohalides effectively activate the reaction of tralkyl phosphites with various C=X electrophiles: aldehydes, ketones, ketophosphonates, aldimines, ketimines, isocyanates, isothiocyanates, and activated

  在胺和苯胺​​氢卤化物存在下，研究了亚磷酸三烷基酯与C = X亲电试剂（醛，酮，酮膦酸酯，醛亚胺，酮亚胺，异氰酸酯，异硫氰酸酯和活化烯烃）的反应。我们发现吡啶氢卤化物有效地激活了亚磷酸三烷基酯与各种C = X亲电试剂的反应：醛，酮，酮膦酸酯，醛亚胺，酮亚胺，异氰酸酯，异硫氰酸酯和活化的烯烃。特别高的活性显示出吡啶氢碘化物。该反应是合成羟基膦酸酯，氨基膦酸酯，氨基甲酰基膦酸酯，氨基甲酰基硫代膦酸酯和亚甲基双膦酸酯的便利方法。
• 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
• A New Protocol for a One-pot Synthesis of α-Amino Phosphonates by Reaction of Imines Prepared In Situ with Trialkylphosphites
  作者：Mohammad R. Saidi、Najmedin Azizi

  DOI：10.1055/s-2002-32957

  日期：——

  Imines prepared in situ by reaction of aldehydes and ketones with primary amines in ethereal solution of LiClO4 react readily at ambient temperature with trialkylphosphite to give high yields of α-amino phosphonates.

  通过在含氯酸锂的醚溶液中，将醛和酮与初级胺反应原位制备的亚胺，在常温下能与三烷基膦酯迅速反应，生成高产率的α-氨基膦酸酯。
• 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。