4-(diethylamino)but-2-yn-1-yl benzoate | 6749-55-9

• 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: 4-(diethylamino)but-2-yn-1-yl benzoate
• 英文别名: 4-(diethylamino)but-2-ynyl benzoate；Benzoesaeure-<4-diaethylamino-butin-(2)-yl-ester>；1-benzoyloxy-4-diethylamino-but-2-yne；1-Benzoyloxy-4-diaethylamino-but-2-in
• CAS: 6749-55-9
• 化学式: C₁₅H₁₉NO₂
• 分子量: 245.321
• InChiKey: XXLJZOITOSELOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-二乙氨基-2-丁炔-1-醇 生成 4-(diethylamino)but-2-yn-1-yl benzoate
  参考文献：
  名称：

  Marszak; Marszak-Fleury, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1948, vol. 226, p. 1289

  摘要：

  DOI：

文献信息

• Efficient synthesis of propargylamines from terminal alkynes, dichloromethane and tertiary amines over silver catalysts
  作者：Xiuling Chen、Tieqiao Chen、Yongbo Zhou、Chak-Tong Au、Li-Biao Han、Shuang-Feng Yin

  DOI：10.1039/c3ob41878b

  日期：——

  A simple, efficient and highly functional group compatible method for the synthesis of propargylamines from terminal alkynes, dichloromethane and tertiary amines using silver catalysts has been developed.

  开发了一种简单、高效且功能性强的群兼容方法，用于以银催化剂从末端炔烃、二氯甲烷和叔胺合成炔丙胺。
• Oyster shell waste supported CuCl2 for aldehyde-alkyne-amine coupling reaction to propargylamines
  作者：Xingquan Xiong、Huixin Chen、Rongjun Zhu

  DOI：10.1016/s1872-2067(14)60195-9

  日期：2014.12

  supported CuCl2 catalyst for the aldehyde-alkyne-amine (A3) coupling reaction was reported. The waste oyster shell powder (OSP) supported CuCl2 (OSP-CuCl2) catalyst was prepared by a simple method from waste OSPs and CuCl2, which was shown to be a highly active and recyclable catalyst for the A3-coupling reaction. A range of propargylamines were obtained in good to excellent yields (85%–97%) under solvent-free

  摘要 报道了一种用于醛-炔-胺 (A3) 偶联反应的经济、简单的多相牡蛎壳废料负载 CuCl2 催化剂的开发。废牡蛎壳粉 (OSP) 负载的 CuCl2 (OSP-CuCl2) 催化剂是通过一种简单的方法从废 OSPs 和 CuCl2 制备的，该催化剂被证明是 A3 偶联反应的高活性和可回收催化剂。在无溶剂和微波加热条件下，以良好到极好的收率（85%–97%）获得了一系列炔丙胺。OSP-CuCl2 催化剂可以通过过滤简单地回收并重复使用至少六次。即使将 A3 偶联反应的规模增加到 150 mmol，炔丙胺的产率也可以达到 87%。
• WATERS; WIESE, Journal of the American Pharmaceutical Association (1961), 1960, vol. 49, p. 112 - 114
  作者：WATERS、WIESE

  DOI：——

  日期：——
• Highly efficient and scale-up synthesis of propargylamines catalyzed by graphene oxide-supported CuCl2 catalyst under microwave condition
  作者：Xingquan Xiong、Huixin Chen、Rongjun Zhu

  DOI：10.1016/j.catcom.2014.05.030

  日期：2014.9

  An efficient, green and practical approach was developed to synthesize propargylamines using recyclable GO-CuCl2 via a one-pot multicomponent aldehyde-alkyne-amine (A(3)) coupling reaction. The propargylamines are readily obtained in good to excellent yields (85-96%) and on multi-gram scale (88%, 150 mmol) under microwave irradiation. GO-CuCl2 could be easily recovered through filtration and reused at least five recycles with no significant decreases in the yields. (C) 2014 Elsevier B.V. All rights reserved.