prop-2-yn-1-yl 3-phenylpropanoate | 23522-64-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: prop-2-yn-1-yl 3-phenylpropanoate
• 英文别名: Prop-2-ynyl 3-phenylpropanoate
• CAS: 23522-64-7
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: ZULWOFNNAKFEMI-UHFFFAOYSA-N

物化性质

• 沸点：
  290.8±15.0 °C(Predicted)
• 密度：
  1.072±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-苯乙胺 在 potassium hydrogencarbonate 、 cobalt(II) aceylacetonate 、 4,7-二羟基-1,10-菲啰啉 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、2.0 MPa 条件下， 反应 12.0h， 生成 prop-2-yn-1-yl 3-phenylpropanoate
  参考文献：
  名称：

  通过CN键活化，钴（II）催化脂肪胺的烷氧羰基化。

  摘要：

  描述了第一个钴催化的脱氨基烷氧羰基化反应，用于以中等到高收率将易于获得的伯烷基胺转化为合成用途的酯。该转化显示出良好的官能团相容性，可以用作修饰含烷基胺的复杂天然产物和药物分子的有力工具。

  DOI：

  10.1021/acs.orglett.9b02534

文献信息

• Broadly Applicable Ytterbium-Catalyzed Esterification, Hydrolysis, and Amidation of Imides
  作者：Céline Guissart、Andre Barros、Luis Rosa Barata、Gwilherm Evano

  DOI：10.1021/acs.orglett.8b01896

  日期：2018.9.7

  An efficient, broadly applicable, operationally simple, and divergent process for the transformation of imides into a range of carboxylic acid derivatives under mild conditions is reported. By simply using catalytic amounts of ytterbium(III) triflate as a Lewis acid promoter in the presence of alcohols, water, amines, or N,O-dimethylhydroxylamine, a broad range of imides is smoothly and readily converted

  报道了一种在温和条件下将酰亚胺转化为一系列羧酸衍生物的有效，广泛适用，操作简单和发散的方法。通过简单地使用催化量的镱（III），三氟甲磺酸，如醇的存在下，路易斯酸的启动子，水，胺，或Ñ，Ô -dimethylhydroxylamine，宽范围的酰亚胺是平滑且容易地转化为相应的酯，羧酸，酰胺和Weinreb酰胺的收率很高。该方法尤其使得容易裂解基于恶唑烷酮的助剂。
• A facile direct conversion of aldehydes to esters and amides using acetone cyanohydrin
  作者：I. Victor Paul Raj、A. Sudalai

  DOI：10.1016/j.tetlet.2005.09.173

  日期：2005.11

  electron-withdrawing groups undergo rapid reactions with a variety of alcohols and secondary amines to afford the corresponding esters and amides, respectively, in high yields, when treated with NaCN or acetone cyanohydrin and base under ambient reaction conditions. In case of α,β-unsaturated aldehydes, simultaneous reduction of the CC bond along with esterification occurred to produce the saturated esters in high

  当在环境反应条件下用NaCN或丙酮氰醇和碱处理时，具有吸电子基团的芳香醛与各种醇和仲胺快速反应，分别以高收率得到相应的酯和酰胺。在α，β-不饱和醛的情况下，同时发生CC键还原和酯化反应以高收率产生饱和酯。
• Phosphorus oxychloride as an efficient coupling reagent for the synthesis of esters, amides and peptides under mild conditions
  作者：Hu Chen、Xunfu Xu、Liu Leo Liu、Guo Tang、Yufen Zhao

  DOI：10.1039/c3ra42887g

  日期：——

  A mild method is described for the conversion of carboxylic acids into esters, amides, as well as peptides without racemization through carboxyl activation by the reagent combination of POCl3 and DMAP. Long chain alcohols could be converted to the corresponding ester in good yields. 31P NMR spectrum was used to detect phosphorus-containing intermediates in ongoing reactions directly, and a possible

  描述了一种温和的方法，可通过POCl 3和地图。长链醇可以良好的产率转化为相应的酯。31 P NMR光谱用于直接检测正在进行的反应中的含磷中间体，并基于这些结果提出了可能的机理。
• Mild, Rapid, and Inexpensive Microwave-Assisted Synthesis of Allylic and Propargylic Esters
  作者：Monica A. Gill、Jeffrey M. Manthorpe

  DOI：10.1080/00397911.2011.640970

  日期：2013.5.15

  Abstract A variety of allylic and propargylic esters were rapidly prepared via microwave heating of their corresponding mixed anhydride derived from pivaloyl chloride. The reaction conditions were modified to account for the sterics of the alcohol and the electronics of the carboxylic acid. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications®

  摘要 通过微波加热新戊酰氯衍生的相应混合酸酐，快速制备了多种烯丙酯和炔丙酯。修改反应条件以考虑醇的空间和羧酸的电子学。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要
• Esterification of carboxylic acids catalyzed by in situ generated tetraalkylammonium fluorides
  作者：Takashi Ooi、Hayato Sugimoto、Kanae Doda、Keiji Maruoka

  DOI：10.1016/s0040-4039(01)02035-4

  日期：2001.12

  Esterification of carboxylic acids with alkyl halides can be efficiently catalyzed by tetrabutylammonium fluoride (TBAF) generated in situ from tetrabutylammonium hydrogensulfate (TBAHSO4) and KF·2H2O in THF. The general applicability and the characteristic feature of this approach has been amply demonstrated.

  由四丁基硫酸氢铵（TBAHSO 4）和KF·2H 2 O在THF中原位生成的四丁基氟化铵（TBAF）可以有效地催化烷基卤化物对羧酸的酯化反应。该方法的一般适用性和特征已得到充分证明。