N,N-diethyl-2-(3-methoxyphenyl)acetamide | 158875-52-6

• 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,N-diethyl-2-(3-methoxyphenyl)acetamide
• CAS: 158875-52-6
• 化学式: C₁₃H₁₉NO₂
• mdl: MFCD13596652
• 分子量: 221.299
• InChiKey: KKLDHNMAEPTSCR-UHFFFAOYSA-N

物化性质

• 熔点：
  83 °C(Solvent: Diisopropyl ether)
• 沸点：
  159-161 °C(Press: 1 Torr)
• 密度：
  1.021±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-2-(3-methoxyphenyl)acetamide 在 四氯化钛 、 三氯氧磷 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 3.0h， 生成 6-methoxy-3-(N,N-diethylamino)-1-(N,N-dimethylamino)isoquinoline
  参考文献：
  名称：

  On the Synthesis and Basicity of 1,3-Diaminoisoquinolines

  摘要：

  A series of 6- and 7-substituted derivatives of 1,3-diaminoisoquinoline were synthesized by the reaction of N,N-diethylarylacetamides with POCl3 and then with N,N-dimethylcyanamide. The products were identified by means of spectroscopic methods and their pK(a) dissociation constants were determined.

  DOI：

  10.1007/s00706-002-0543-2
• 作为产物：
  描述：

  3-甲氧基苯乙酸 在 五氯化磷 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 0.25h， 生成 N,N-diethyl-2-(3-methoxyphenyl)acetamide
  参考文献：
  名称：

  On the Synthesis and Basicity of 1,3-Diaminoisoquinolines

  摘要：

  A series of 6- and 7-substituted derivatives of 1,3-diaminoisoquinoline were synthesized by the reaction of N,N-diethylarylacetamides with POCl3 and then with N,N-dimethylcyanamide. The products were identified by means of spectroscopic methods and their pK(a) dissociation constants were determined.

  DOI：

  10.1007/s00706-002-0543-2

文献信息

• Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide‐Functionalized Phosphine Ligands
  作者：Zhiyong Hu、Xiao‐Jing Wei、Jens Handelmann、Ann‐Katrin Seitz、Ilja Rodstein、Viktoria H. Gessner、Lukas J. Gooßen

  DOI：10.1002/anie.202016048

  日期：2021.3.15

  organozinc reagents with aryl electrophiles using a cyclohexyl‐YPhos ligand bearing an ortho‐tolyl‐substituent in the backbone. This highly electron‐rich, bulky ligand enables the use of aryl chlorides in room temperature couplings of Reformatsky reagents. The reaction scope covers diversely functionalized arylacetic and arylpropionic acid derivatives. Aryl bromides and chlorides can be converted selectively

  芳基氯化物与Reformatsky试剂的偶联是构建α-芳基酯的理想策略，但由于各种可能的副反应带来许多挑战，到目前为止，在基质范围上已受到很大的限制。现在，通过调整内酯官能化的膦以满足Negishi联轴器的要求，克服了这一局限性。使用在主链上带有邻甲苯基取代基的环己基-YPhos配体，在钯催化的有机锌试剂与芳基亲电试剂的芳基化中达到了创纪录的活性。这种高度电子富集的庞大配体使得可以在Reformatsky试剂的室温偶联中使用芳基氯化物。反应范围包括各种官能化的芳酸和芳基丙酸衍生物。
• 10.1002/1099-0690(200110)2001:20<3953::aid-ejoc3953<3.0.co;2-h
  作者：Langer, Peter、Anders, Joachim T.、Doering, Manfred

  DOI：10.1002/1099-0690(200110)2001:20<3953::aid-ejoc3953<3.0.co;2-h

  日期：——
• On the Synthesis and Basicity of 1,3-Diaminoisoquinolines
  作者：Wojciech Zieli?ski、Agnieszka Kudelko

  DOI：10.1007/s00706-002-0543-2

  日期：2003.2.1

  A series of 6- and 7-substituted derivatives of 1,3-diaminoisoquinoline were synthesized by the reaction of N,N-diethylarylacetamides with POCl3 and then with N,N-dimethylcyanamide. The products were identified by means of spectroscopic methods and their pK(a) dissociation constants were determined.