2-isobutyryl-3-phenylacrylic acid ethyl ester | 59832-44-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-isobutyryl-3-phenylacrylic acid ethyl ester
• 英文别名: ethyl 2-benzylidene-4-methyl-3-oxopentanoate
• CAS: 59832-44-9
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: SZJOIGNHMKHMSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  对氟苯甲醛 、 2-isobutyryl-3-phenylacrylic acid ethyl ester 在 2-(2-hydroxyethyl)-3-methyl-4-ethylthiazolium bromide 、 三乙胺 作用下， 以94%的产率得到ethyl 2-[2-(4-fluorophenyl)-2-oxo-1-phenyl-ethyl]-4-methyl-3-oxopentanoate
  参考文献：
  名称：

  WO2007/131528

  摘要：

  公开号：
• 作为产物：
  描述：

  苯甲醛 、 异丁酰乙酸乙酯 在 5A molecular sieve 、 ethylenediamine Tetraacetic Acid 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以67%的产率得到2-isobutyryl-3-phenylacrylic acid ethyl ester
  参考文献：
  名称：

  β-Ketothioester as a reactive Knoevenagel donor

  摘要：

  The Knoevenagel condensation of beta-ketothioesters with various aldehydes proceeds efficiently, affording the condensation products in moderate to good yield even in cases where the reactions of the corresponding beta-ketoesters give the adducts in only low to moderate yield. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00675-5

文献信息

• Reaction of Corey Ylide with α,β-Unsaturated Ketones: Tuning of Chemoselectivity toward Dihydrofuran Synthesis
  作者：Alexey O. Chagarovsky、Ekaterina M. Budynina、Olga A. Ivanova、Elena V. Villemson、Victor B. Rybakov、Igor V. Trushkov、Mikhail Ya. Melnikov

  DOI：10.1021/ol500877c

  日期：2014.6.6

  A straightforward, efficient, and reliable approach to synthetically valuable 2,3-dihydrofurans via a reaction between Corey ylide and α,β-unsaturated ketones has been developed. The use of simple and widely spread starting materials as well as mild reaction conditions and scalability provide a broad scope of 2,3-dihydrofurans.

  通过Corey ylide与α，β-不饱和酮之间的反应，开发了一种合成有价值的2,3-二氢呋喃的简单，有效和可靠的方法。简单且广泛分布的起始原料的使用以及温和的反应条件和可扩展性提供了广泛的2,3-二氢呋喃范围。
• A new route to 2-alkenyl-1,3-dicarbonyl compounds, intermediates in the synthesis of dihydrofurans
  作者：Roberto Antonioletti、Paolo Bovicelli、Savina Malancona

  DOI：10.1016/s0040-4020(01)01173-5

  日期：2002.1

  A two step synthetic strategy for obtaining 2-alkenyl-1,3-dicarbonyl compounds from the corresponding 1,3-dicarbonyl compounds is reported. The method is based on a Knoevenagel condensation and a Michael addition using a high order organocuprate procedure, and proves to be of general value, Obtained compounds are useful starting materials for the synthesis of furan derivatives, (C) 2002 Elsevier Science Ltd. All rights reserved.
• WO2007/131528
  申请人：——

  公开号：——

  公开（公告）日：——
• β-Ketothioester as a reactive Knoevenagel donor
  作者：Yujiro Hayashi、Yuji Miyamoto、Mitsuru Shoji

  DOI：10.1016/s0040-4039(02)00675-5

  日期：2002.5

  The Knoevenagel condensation of beta-ketothioesters with various aldehydes proceeds efficiently, affording the condensation products in moderate to good yield even in cases where the reactions of the corresponding beta-ketoesters give the adducts in only low to moderate yield. (C) 2002 Published by Elsevier Science Ltd.