(E)-N-(4-methylstyryl)benzamide | 1374963-90-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-N-(4-methylstyryl)benzamide
• 英文别名: N-[(E)-2-(4-methylphenyl)ethenyl]benzamide
• CAS: 1374963-90-2
• 化学式: C₁₆H₁₅NO
• 分子量: 237.301
• InChiKey: SRKQLBFCKIATND-VAWYXSNFSA-N

物化性质

• 沸点：
  446.1±38.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-N-(4-methylstyryl)benzamide 在 N-甲基咪唑 、 copper dichloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以69%的产率得到2-phenyl-5-p-tolyloxazole
  参考文献：
  名称：

  Copper(ii)-mediated oxidative cyclization of enamides to oxazoles

  摘要：

  报道了铜(II)介导的烯酰胺氧化环化反应生成噁唑的研究。通过从简单的酰胺和炔烃前体出发，采用两步法制备了多种2,5-二取代噁唑，产率为中等至良好。

  DOI：

  10.1039/c2ob25310k
• 作为产物：
  描述：

  4-甲苯基乙炔 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 sodium acetate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 28.0h， 生成 (E)-N-(4-methylstyryl)benzamide
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Cross-Coupling of Alkenylboronic Acids and N-Pivaloyloxylamides

  摘要：

  Rh(III)-catalyzed umpolung amidation of alkenylboronic acids for the synthesis of enamides is reported. This reaction proceeds readily at room temperature and displays an extremely wide spectrum of functional group tolerance. With cooperation of hydroboration, it enables the formal anti-Markovnikov hydroamidation of terminal alkynes, stereospecifically affording the trans-enamides in excellent yields.

  DOI：

  10.1021/ol501309e

文献信息

• Base-Mediated Anti-Markovnikov Hydroamidation of Vinyl Arenes with Arylamides
  作者：Ayushee、Monika Patel、Priyanka Meena、Kousar Jahan、Prasad V. Bharatam、Akhilesh K. Verma

  DOI：10.1021/acs.orglett.0c04084

  日期：2021.1.15

  anti-Markovnikov hydroamidation of vinyl arenes with arylamides to furnish the arylethylbenzamides with excellent chemo- and regioselectivity. The reaction tolerates an extensive variety of functional groups and has been successfully extended with electronically varied handles, aminobenzamides, electron-rich/electron-deficient heterocyclic amides, and vinyl arenes to afford the hydroamidated products.

  我们研究了乙烯基芳烃与芳基酰胺的分子间抗Markovnikov加氢酰胺化的碱促进方案，以提供具有优异的化学和区域选择性的芳基乙基苯甲酰胺。该反应可耐受多种官能团，并已成功地扩展了电子形式的手柄，氨基苯甲酰胺，富电子/缺电子的杂环酰胺和乙烯基芳烃，以提供加氢酰胺化产物。观察到酰胺基优于胺具有出色的化学选择性。氘标记研究和对照实验充分支持了所提出的溶剂机理和重要作用。
• METHOD FOR PREPARING ENAMIDE COMPOUND AND RUTHENIUM COMPLEX CATALYST USED THEREIN
  申请人：POSTECH ACADEMY-INDUSTRY FOUNDATION

  公开号：US20170291885A1

  公开（公告）日：2017-10-12

  Provided is a method for preparing an enamide compound, which includes reacting an organic azide compound having α-hydrogen and an anhydride by addition of a ruthenium complex catalyst in the presence of an ionic liquid, and a ruthenium complex catalyst used herein.

  提供了一种制备烯酰胺化合物的方法，包括在存在离子液体的情况下，通过向具有α-氢的有机叠氮化合物和酸酐添加钌配合物催化剂来反应，并且这里使用的是一种钌配合物催化剂。
• BETA-PHOSPHONYL-ENAMINE DERIVATIVE AND PREPARATION METHOD THEREFOR
  申请人：SOOCHOW UNIVERSITY

  公开号：US20210130377A1

  公开（公告）日：2021-05-06

  The present invention discloses the preparation method of β-phosphonyl-enamine derivative. The preparation method comprising the following steps: dissolving the enamine derivative, organic phosphine compound, manganese acetate and potassium carbonate in the solvent, reacting at room temperature to obtain the β-phosphonyl-enamine derivative. The enamine derivative was as the starting material, and the raw materials are easy to obtain and a great many varieties. The various forms of the products obtained therein can be directly applied and can be used in further reactions. The reaction conditions are mild, the reaction speed is high, the reaction operation and the post-treatment process are simple, the production is convenient, and the method is suitable for large-scale production.

  本发明公开了β-膦酰基-烯胺衍生物的制备方法。该制备方法包括以下步骤：在溶剂中溶解烯胺衍生物、有机膦化合物、醋酸锰和碳酸钾，室温下反应得到β-膦酰基-烯胺衍生物。烯胺衍生物作为起始物质，原料易得且种类繁多。所得产品的各种形式可以直接应用，并可用于进一步的反应中。反应条件温和，反应速度快，反应操作和后处理过程简单，生产方便，该方法适用于大规模生产。
• BETA-AMINO PHOSPHONIC ACID DERIVATIVE AND PREPARATION METHOD THEREFOR
  申请人：SOOCHOW UNIVERSITY

  公开号：US20210130376A1

  公开（公告）日：2021-05-06

  A method for preparing a β-amino phosphonic acid derivative includes: dissolving N-(arylvinyl)benzamide, dialkyl phosphite, manganese acetate, and potassium carbonate in a solvent and reacting at room temperature to obtain (2-benzamido-1-arylvinyl)dialkyl-phosphonate derivative; and hydrolyzing (2-benzamido-1-arylethyl) dialkylphosphonate derivative to obtain β-amino phosphonic acid derivative. The N-(arylvinyl) benzamide derivative is used as starting material. The raw materials are easy to obtain and are of many different types. A method of preparing β-aminophosphonic acid derivative includes: dissolving N-(arylvinyl)benzamide, dialkyl phosphite, manganese acetate and potassium carbonate in a solvent, reacting at room temperature to obtain (2-benzamide-1-arylvinyl) dialkyl phosphonate derivative, and then reducing and hydrolyzing the compound to obtain β-aminophosphonic acid derivative. The method of the invention has the advantages of short synthesis route, mild reaction conditions, simple reaction operation and post-treatment process, good yield, and is suitable for large-scale production.

  一种制备β-氨基膦酸衍生物的方法包括：将N-(芳基乙烯基)苯甲酰胺、二烷基膦酸酯、乙酸锰和碳酸钾溶解于溶剂中，在室温下反应以获得(2-苯甲酰胺-1-芳基乙烯基)二烷基膦酸酯衍生物; 然后水解(2-苯甲酰胺-1-芳基乙基)二烷基膦酸酯衍生物以获得β-氨基膦酸衍生物。N-(芳基乙烯基)苯甲酰胺衍生物用作起始材料。原材料易于获得且种类繁多。该发明的方法具有合成路线短、反应条件温和、反应操作和后处理过程简单、收率高、适合大规模生产等优点。
• [EN] β-AMINO PHOSPHONIC ACID DERIVATIVE AND PREPARATION METHOD THEREFOR<br/>[FR] DÉRIVÉ D'ACIDE β-AMINO PHOSPHONIQUE ET SON PROCÉDÉ DE PRÉPARATION<br/>[ZH] β-氨基膦酸衍生物及其制备方法
  申请人：ZHANGJIAGANG INST IND TECH SOOCHOW UNIV

  公开号：WO2020010586A1

  公开（公告）日：2020-01-16

  一种β-氨基膦酸衍生物的制备方法，包括以下步骤：将N-(芳基乙烯基)苯甲酰胺、二烷基亚磷酸酯、醋酸锰、碳酸钾溶于溶剂中，于室温下反应，获得(2-苯甲酰胺基-1-芳基乙烯基)二烷基膦酸酯衍生物，该化合物再经还原水解获得β-氨基膦酸衍生物。使用N-(芳基乙烯基)苯甲酰胺衍生物为起始物，原料易得、种类很多；方法合成路线简短、反应条件温和、反应操作和后处理过程简单、产率较好，适合于规模化生产。