N-(3-vinylphenyl)acetamide | 7766-62-3

• 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: N-(3-vinylphenyl)acetamide
• 英文别名: 3-acetamidostyrene；acetic acid-(3-vinyl-anilide)；Essigsaeure-(3-vinyl-anilid)；3-Acetamino-styrol；3-acetaminostyrene；m-Acetamidostyrol；N-(3-Ethenylphenyl)acetamide
• CAS: 7766-62-3
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: QOTMVGDNCYAWTD-UHFFFAOYSA-N

物化性质

• 熔点：
  71 °C
• 沸点：
  340.5±21.0 °C(Predicted)
• 密度：
  1.085±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  1-叠氮基乙基苯 、 N-(3-vinylphenyl)acetamide 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 4-(m-acetamidophenyl)-2-methyltetrahydroquinoline
  参考文献：
  名称：

  Modular o-Quinone Catalyst System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions

  摘要：

  Quinolines are common pharmacophores present in numerous FDA-approved pharmaceuticals and other bioactive compounds. Here, we report the design and development of new o-quinone-based catalysts for the oxidative dehydrogenation of tetrahydroquinolines to afford quinolines. Use of a Co(salophen) cocatalyst allows the reaction to proceed efficiently with ambient air at room temperature. The utility of the catalytic method is demonstrated in the preparation of a number of medicinally relevant quinolines.

  DOI：

  10.1021/ja506546w
• 作为产物：
  描述：

  N-(3-乙炔苯基)乙酰胺 在 Pd-CaCO₃ 作用下， 以 异丙醇 为溶剂， 生成 N-(3-vinylphenyl)acetamide
  参考文献：
  名称：

  Process for the preparation of aromatic vinyl compounds

  摘要：

  公开号：

  EP0834499B1

文献信息

• Selective Prins Reaction of Styrenes and Formaldehyde Catalyzed by 2,6-Di-<i>tert</i>-butylphenoxy(difluoro)borane
  作者：Thorsten Bach、Johannes Löbel

  DOI：10.1055/s-2002-35645

  日期：——

  The sterically congested Lewis acid 1 was used as a catalyst in the Prins reaction of various styrenes and formaldehyde. 4-Aryl-1,3-dioxanes 5 were selectively formed as the exclusive products of the reaction with styrenes 4a-i and vinylthiophenes 4j-k. The reaction proceeded in most cases with good to excellent yields (55-99%). Styrenes which carried a strongly electron-withdrawing group (CN. CO 2

  空间拥挤的路易斯酸 1 被用作各种苯乙烯和甲醛的 Prins 反应的催化剂。4-芳基-1,3-二恶烷5 被选择性地形成为与苯乙烯4a-i 和乙烯基噻吩4j-k 反应的唯一产物。在大多数情况下，反应以良好至极好的产率（55-99%）进行。带有强吸电子基团（CN.CO 2 Me）的苯乙烯不发生反应。对于甲基取代的底物 6a，与 β-烷基苯乙烯 6 的反应是成功的，并优先产生 (88%) 反式-5-甲基-4-苯基-1,3-二恶烷 (7a) (dr = 75:25)。由于空间原因，其他 β-烷基苯乙烯 6b-d 没有反应。催化剂 1 获得的显着立体区分被用于将 4-丙烯基苯乙烯 (10) 区域选择性转化为二恶烷 11 (83% 产率)。
• Direct Vinylation and Difluorovinylation of Arylboronic Acids Using Vinyl- and 2,2-Difluorovinyl Tosylates via the Suzuki−Miyaura Cross Coupling
  作者：Thomas M. Gøgsig、Lina S. Søbjerg、Anders T. Lindhardt、Kim L. Jensen、Troels Skrydstrup

  DOI：10.1021/jo7027097

  日期：2008.5.1

  reaction conditions were developed for the Pd(0)-catalyzed Suzuki−Miyaura coupling reaction of aryl boronic acids with a simple electrophilic vinylation reagent, vinyl tosylate, providing access to styrene derivatives in good yields. The easily accessible vinyl tosylate represents a stable and less toxic alternative to the vinyl halides and the triflate/nonaflate derivatives. Furthermore, this methodology

  为Pd（0）催化的芳基硼酸的Suzuki-Miyaura偶联反应与简单的亲电子乙烯基化试剂甲苯磺酸乙烯酯开发了一般反应条件，从而可以高收率获得苯乙烯衍生物。容易获得的甲苯磺酸乙烯酯是卤代乙烯和三氟甲磺酸酯/非三氟甲磺酸酯衍生物的一种稳定且毒性较小的替代品。此外，该方法被扩展，以提供用于引入的容易，直接的方法宝石-difluorovinyl取代基上使用类似的，并且还容易获得的2,2-二氟乙烯基甲苯磺酸酯作为电补体的芳香环。
• SPIRO DERIVATIVES AND ADHESION MOLECULE INHIBITORS COMPRISING THE SAME AS THE ACTIVE INGREDIENT
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP1489081A1

  公开（公告）日：2004-12-22

  Disclosed is the use of an adhesion molecule inhibitor that is effective in the prevention and treatment of inflammatory diseases caused by infiltration of leukocytes such as monocytes, lymphocytes and eosinophils, by inhibiting cell infiltration which mediates adhesion molecules, especially adhesion molecule VLA-4. Since the spiro acid derivatives according to the present invention are excellent in the effect of inhibiting cell adhesion via adhesion molecules, especially adhesion molecule VLA-4, they are useful as therapeutic drugs against various inflammatory diseases. For example, provided are the spiro derivative and the adhesion molecule inhibitor which includes as an active ingredient the spiro derivative as shown by the below formula (18).

  本发明公开了一种粘附分子抑制剂，通过抑制介导粘附分子（尤其是粘附分子 VLA-4）的细胞浸润，可有效预防和治疗由单核细胞、淋巴细胞和嗜酸性粒细胞等白细胞浸润引起的炎症性疾病。 由于本发明的螺酸衍生物在抑制细胞通过粘附分子（尤其是粘附分子 VLA-4）的粘附方面具有出色的效果，因此可作为治疗药物用于各种炎症性疾病。例如，本发明提供了螺衍生物和粘附分子抑制剂，其活性成分包括如下式（18）所示的螺衍生物。
• Komppa, Dissert. <Helsingfors 1893>, S.23
  作者：Komppa

  DOI：——

  日期：——
• Polyolefin macromonomer, graft polymer obtained from the polyolefin macromonomer, and use thereof
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1396504B1

  公开（公告）日：2009-01-14