diethyl 2,2-dicyano-1-(3-methoxyphenyl)ethylphosphonate | 1268634-15-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: diethyl 2,2-dicyano-1-(3-methoxyphenyl)ethylphosphonate
• 英文别名: [1-(3-methoxyphenyl)-2,2-dicyanoethyl]phosphonic acid diethyl ester；2-[[Diethoxy(oxido)phosphaniumyl]-(3-methoxyphenyl)methyl]propanedinitrile；2-[[diethoxy(oxido)phosphaniumyl]-(3-methoxyphenyl)methyl]propanedinitrile
• CAS: 1268634-15-6
• 化学式: C₁₅H₁₉N₂O₄P
• 分子量: 322.301
• InChiKey: BWINSVCHWHZEHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  98.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(3-methoxybenzylidene)malononitrile 、 亚磷酸二乙酯 在 3-aminopropylated silica gel 作用下， 反应 1.0h， 以94%的产率得到diethyl 2,2-dicyano-1-(3-methoxyphenyl)ethylphosphonate
  参考文献：
  名称：

  使用3-氨基丙基化硅胶作为有效和可回收的催化剂，将磷亲核试剂通过磷-迈克尔加成至α，β-不饱和丙二酸酯

  摘要：

  由市售廉价的起始原料制得的3-氨基丙基化硅胶被引入作为一种有效且可回收的催化剂，用于将磷亲核试剂的磷-迈克尔加成至α，β-不饱和丙二酸酯。反应时间短，反应条件温和，易于回收和催化剂可重复使用，使该方法成为合成β-膦酸二甲酯的经济，无浪费的新化学方法。

  DOI：

  10.1016/j.jorganchem.2010.10.015

文献信息

• Lanthanum(<scp>iii</scp>) triflate supported on nanomagnetic γ-Fe₂O₃: a new magnetically recyclable heterogeneous Lewis acid for the one-pot synthesis of β-phosphonomalonates
  作者：Sara Sobhani、Zahra Pakdin-Parizi

  DOI：10.1039/c4ra00543k

  日期：——

  A new magnetically recyclable heterogeneous Lewis acid was synthesized and used for the one-pot synthesis of β-phosphonomalonates.

  一种新的可磁性回收的非均相路易斯酸被合成，并用于β-磷酸马隆酸酯的一锅合成。
• Phospha-Michael addition of diethyl phosphite to α,β-unsaturated malonates catalyzed by nano γ-Fe2O3-pyridine based catalyst as a new magnetically recyclable heterogeneous organic base
  作者：Sara Sobhani、Mahboobeh Bazrafshan、Amin Arabshahi Delluei、Zahra Pakdin Parizi

  DOI：10.1016/j.apcata.2013.01.009

  日期：2013.3

  Nano γ-Fe2O3-pyridine based catalyst as a new magnetically recyclable heterogeneous organic base was synthesized. The synthesized odorless pyridine based catalyst was used as a new catalyst for the efficient synthesis of β-phosphonomalonates by the reaction of diethyl phosphite with α,β-unsaturated malonates. The catalyst was easily isolated from the reaction mixture by a magnetic bar and reused at

  纳米了γ-Fe 2 ö 3基于吡啶催化剂作为新的磁可回收异构有机碱的合成。合成的无味吡啶基催化剂被用作通过亚磷酸二乙酯与α，β-不饱和丙二酸酯反应有效合成β-膦酰基丙二酸酯的新催化剂。容易通过磁力棒将催化剂从反应混合物中分离出来，并重复使用至少10次，而活性没有明显降低。
• Pyridine-grafted graphene oxide: a reusable acid–base bifunctional catalyst for the one-pot synthesis of β-phosphonomalonates via a cascade Knoevenagel–phospha Michael addition reaction in water
  作者：Sara Sobhani、Farzaneh Zarifi

  DOI：10.1039/c5ra13083b

  日期：——

  different methods such as FT-IR, XRD, TGA, TEM, SEM, EDS, UV-Vis and elemental analysis and employed as a reusable acid–base bifunctional catalyst for the one-pot synthesis of β-phosphonomalonates via a cascade Knoevenagel–phospha Michael addition reaction of aldehydes, malononitrile and dialkyl phosphites in water.

  通过将吡啶后接枝到GO上，合成了一种新的酸碱双功能催化剂。这种新催化剂的特征在于采用多种方法进行表征，例如FT-IR，XRD，TGA，TEM，SEM，EDS，UV-Vis和元素分析，并用作可重复使用的酸碱双功能催化剂，用于一锅法合成β-膦酰基丙二酸酯通过在水中的醛，丙二腈和亚磷酸二烷基酯级联的Knoevenagel-phospha Michael加成反应。
• Novel Ionic Tagged Amine Anchored on Magnetic Nanoparticles: An Efficient and Magnetically Recyclable Catalyst for Phospha-Michael Addition
  作者：Zhifeng Li、Yuxiang Ni、Fangli Qiu、Anguo Ying、Songlin Xu、Yunlong Wang

  DOI：10.1007/s10562-014-1342-1

  日期：2014.11

  Ionic tagged propyl amine immobilized on magnetic nanoparticles (MNPs) was synthesized and fully characterized. The novel catalyst (MNPs@PA-IL) was applied in phospha-Michael addition and gave the desired beta-phosphonomalonates in good yields. The MNPs supported catalyst with ionic tag could be readily recovered from the reaction mixture using an external magnet. Compared with ionic-free counterpart (MNPs@PA), MNPs@PA-IL present better catalytic activity. The proposed mechanism regarding the MNPs@PA-IL catalyzed phospha-Michael reaction was also discussed.
• Efficient one-pot synthesis of β-phosphono malonates and 2-amino-4H-chromen-4-ylphosphonate derivatives by ethylenediamine diacetate-catalyzed three-component reactions
  作者：Srinivasa Rao Kolla、Yong Rok Lee

  DOI：10.1016/j.tet.2011.10.060

  日期：2012.1

  One-pot three-component reactions of arylaldehyde or salicylaldehyde with malononitrile (or ethyl-cyanoacetate) and triethyl phosphite are carried out in the presence of ethylenediamine diacetate (EDDA) as a catalyst for the synthesis of biologically interesting beta-phosphono malonates and 2-amino-4H-chromen-4-ylphosphonate derivatives. The value of this method lies in its mild reaction catalyst and conditions, good yields, and ease of handling. (C) 2011 Elsevier Ltd. All rights reserved.