but-2-enyl 3-oxobutanoate | 82259-92-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: but-2-enyl 3-oxobutanoate
• 英文别名: acetoacetic acid but-2-enyl ester；Acetessigsaeure-but-2-enylester
• CAS: 82259-92-5；31041-83-5
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: DIHQENJQJILKQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  二苯醚 、 but-2-enyl 3-oxobutanoate 生成 4-甲基己-5-烯-2-酮
  参考文献：
  名称：

  The Rearrangement of Allyl-Type Esters of β-Keto Acids

  摘要：

  DOI：

  10.1021/ja01250a049
• 作为产物：
  描述：

  巴豆醇 、 乙酰乙酸甲酯 在 copper ferrite 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以67%的产率得到but-2-enyl 3-oxobutanoate
  参考文献：
  名称：

  Nano CuFe₂O₄: an efficient, magnetically separable catalyst for transesterification of β-ketoesters

  摘要：

  通过利用磁性CuFe2O4纳米颗粒作为催化剂，在中性条件下，从乙酰乙酸甲酯高产率地制备了各种β-酮酸酯。

  DOI：

  10.1039/c4ra15014g

文献信息

• 1,4-Dihydropyridine derivatives
  申请人：Korea Research Institute of Chemical Technology

  公开号：EP0324626A1

  公开（公告）日：1989-07-19

  1,4-dihydropyridine derivatives represented by the formula: wherein R¹ and R², different from the other, is selected from the group consisting of lower alkyl, lower alkenyl, lower alkoxyalkyl or aminoaryl(lower)alkyl having carbon atoms of 1 to 6, which may be substituted or unsubstituted by a lower alkyl having carbon atoms of 1 to 4, wherein at least one of R¹ and R² is a lower alkenyl having carbon atoms of 3 to 6 whose 1- or 2- position is substituted by a lower alkyl having carbon atoms of 1 to 4; and R³ is a nitro group in ortho-, meta- or para-position of the phenyl. The compounds are useful as vasodilators and in the treatment of hypertension.

  1,4-二氢吡啶衍生物的化学式表示为：其中R¹和R²，不同于另一个，选自由1至6个碳原子的较低烷基、较低烯基、较低烷氧基烷基或氨基芳基(较低)烷基组成的基团，该基团可能被1至4个碳原子的较低烷基取代或未取代，其中R¹和R²中至少一个是碳原子为3至6的较低烯基，其1-或2-位置被1至4个碳原子的较低烷基取代；以及R³是苯环的邻位、间位或对位的硝基基团。这些化合物可用作扩血管剂，并用于治疗高血压。
• Selective Catalytic Transesterification, Transthiolesterification, and Protection of Carbonyl Compounds over Natural Kaolinitic Clay
  作者：Datta E. Ponde、Vishnu H. Deshpande、Vivek J. Bulbule、Arumugam Sudalai、Anil S.Gajare

  DOI：10.1021/jo971404l

  日期：1998.2.1

  Transesterification and transthiolesterification of beta-keto esters with variety of alcohols and thiols and selective protection of carbonyl functions with various protecting groups catalyzed by natural kaolinitic clay are described. The clay has been found to be an efficient catalyst in transesterifying long chain alcohols, unsaturated alcohols, and phenols to give their corresponding beta-keto esters in high yields. For the first time, transthiolesterification of beta-keto esters with a variety of thiols has been achieved under catalytic conditions. Clay also catalyzes selective transesterification of beta-keto esters by primary alcohols in the presence of secondary and tertiary alcohols giving corresponding beta-keto esters. A systematic study involving the reactivity of different nucleophiles (alcohols, amines, and thiols) toward beta-keto esters is also described. Sterically hindered carbonyl groups as well as alpha,beta-unsaturated carbonyl groups underwent protection without the deconjugation of the double bond. Chemoselective protection of aldehydes in the presence of ketones has also been achieved over natural kaolinitic clay.
• AgOTf-catalyzed transesterification of β-keto esters
  作者：Rima Das、Debashis Chakraborty

  DOI：10.1002/aoc.2826

  日期：2012.3

  AgOTf proved to be an effective catalyst for the transesterification of β‐keto esters with primary, secondary and tertiary alcohols. The products were obtained in high yield within a reasonable reaction time period. The kinetics of the transesterification reaction were also studied and the reaction was found to follow second‐order kinetics. Copyright © 2012 John Wiley & Sons, Ltd.
• General and Efficient Transesterification of<font>β</font>-Keto Esters with Various Alcohols Using Et₃N as a Brønsted Base Additive
  作者：Olfa Mhasni、Imen Erray、Farhat Rezgui

  DOI：10.1080/00397911.2014.932812

  日期：2014.11.17

  Transesterification of beta-keto esters with a wide variety of allyl, benzyl, propargyl, and alkyl alcohols using, for the first time, commercially available and inexpensive Et3N as a Bronsted base additive, is efficiently performed in toluene at reflux. The corresponding esters are exclusively obtained in 57-98% yields with no trace amounts of gamma,delta-ketones, usually expected from the decarboxylative Carroll rearrangement.
• Preparation and Thermal Rearrangement of Alkenyl 3-Alkenyloxy-2-butenoates. Catalysis of the Aliphatic Claisen Rearrangement by Ammonium Chloride
  作者：Jack W. Ralls、Robert E. Lundin、Glen F. Bailey

  DOI：10.1021/jo01047a061

  日期：1963.12