4-cyano-2-(ethoxycarbonyl)butanoic acid | 1094201-37-2

• 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: 4-cyano-2-(ethoxycarbonyl)butanoic acid
• 英文别名: monoethyl (2-cyanoethyl)malonate；4-Cyano-2-(ethoxycarbonyl)butanoic acid；4-cyano-2-ethoxycarbonylbutanoic acid
• CAS: 1094201-37-2
• 化学式: C₈H₁₁NO₄
• 分子量: 185.18
• InChiKey: QFAADQMNFUODNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-cyano-2-(ethoxycarbonyl)butanoic acid 在 咪唑 作用下， 以 neat (no solvent) 为溶剂， 反应 0.07h， 以99%的产率得到乙基4-氰基丁酸酯
  参考文献：
  名称：

  An improved solvent-free system for the microwave-assisted decarboxylation of malonate derivatives based on the use of imidazole

  摘要：

  A comparative study of the thermal and microwave-assisted decarboxylation of a series of mono- and disubstituted monohydrolyzed malonate derivatives has been carried out. It has been found out that in both circumstances the use of imidazole has a profound effect on the success of the reaction. In general terms the assistance of microwave irradiation accelerates the decarboxylation process significantly and, at the same time, permits the use of minored temperatures with respect to the thermal via. It has been also found that both the thermal and the microwave-assisted transformation can be developed under solvent-free conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.09.012
• 作为产物：
  描述：

  二乙基 2-(2-氰基乙基)丙二酸 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以92%的产率得到4-cyano-2-(ethoxycarbonyl)butanoic acid
  参考文献：
  名称：

  An improved solvent-free system for the microwave-assisted decarboxylation of malonate derivatives based on the use of imidazole

  摘要：

  A comparative study of the thermal and microwave-assisted decarboxylation of a series of mono- and disubstituted monohydrolyzed malonate derivatives has been carried out. It has been found out that in both circumstances the use of imidazole has a profound effect on the success of the reaction. In general terms the assistance of microwave irradiation accelerates the decarboxylation process significantly and, at the same time, permits the use of minored temperatures with respect to the thermal via. It has been also found that both the thermal and the microwave-assisted transformation can be developed under solvent-free conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.09.012

文献信息

• PREPARATION OF DICARBOXYLIC ACID MONOESTERS FROM CYANOCARBOXYLIC ACID ESTERS
  申请人：E. I. du Pont de Nemours and Company

  公开号：EP1305407A2

  公开（公告）日：2003-05-02
• US6455730B1
  申请人：——

  公开号：US6455730B1

  公开（公告）日：2002-09-24
• [EN] PREPARATION OF DICARBOXYLIC ACID MONOESTERS FROM CYANOCARBOXYLIC ACID ESTERS<br/>[FR] PREPARATION DE MONOESTERS D'ACIDE DICARBOXYLIQUE A PARTIR D'ESTERS D'ACIDE CYANOCARBOXYLIQUE
  申请人：DU PONT

  公开号：WO2002012527A2

  公开（公告）日：2002-02-14

  This invention relates to a process for preparing dicarboxylic acid monoesters from cyanocarboxylic acid esters. More particularly, using the nitrilase from Acidovorax facilis 72W (ATCC 55745) in various forms as an enzyme catalyst, an aliphatic or aromatic cyanocarboxylic acid ester is converted to the corresponding dicarboxylic acid monoester with high chemoselectivity at 100 % conversion. An embodiment of the invention also provides a process for obtaining high chemoselectively and high regioselectivity.
• An improved solvent-free system for the microwave-assisted decarboxylation of malonate derivatives based on the use of imidazole
  作者：Imanol Tellitu、Itziar Beitia、Marta Díaz、Argiñe Alonso、Isabel Moreno、Esther Domínguez

  DOI：10.1016/j.tet.2015.09.012

  日期：2015.10

  A comparative study of the thermal and microwave-assisted decarboxylation of a series of mono- and disubstituted monohydrolyzed malonate derivatives has been carried out. It has been found out that in both circumstances the use of imidazole has a profound effect on the success of the reaction. In general terms the assistance of microwave irradiation accelerates the decarboxylation process significantly and, at the same time, permits the use of minored temperatures with respect to the thermal via. It has been also found that both the thermal and the microwave-assisted transformation can be developed under solvent-free conditions. (C) 2015 Elsevier Ltd. All rights reserved.