3-hydroxy-4-(4-chlorophenoxy)butanenitrile | 20807-79-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-hydroxy-4-(4-chlorophenoxy)butanenitrile
• 英文别名: 4-(4-chlorophenoxy)-3-hydroxybutanenitrile；4-(4-chloro-phenoxy)-3-hydroxy-butyronitrile；4-(4-Chlor-phenoxy)-3-hydroxy-butyronitril；4-(p-Chlor-phenoxy)-3-hydroxy-buttersaeurenitril；Butanenitrile, 4-(4-chlorophenoxy)-3-hydroxy-
• CAS: 20807-79-8
• 化学式: C₁₀H₁₀ClNO₂
• 分子量: 211.648
• InChiKey: LCRZUPUZVGGZJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-hydroxy-4-(4-chlorophenoxy)butanenitrile 生成 (+/-)-4-(4-chloro-phenoxy)-3-hydroxy-butyric acid
  参考文献：
  名称：

  4-（对-联苯甲酰基）-3-羟基丁酸及相关化合物的合成及抗炎活性。

  摘要：

  DOI：

  10.1021/jm00312a008
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 甲醇 、 potassium cyanide 作用下， 生成 3-hydroxy-4-(4-chlorophenoxy)butanenitrile
  参考文献：
  名称：

  Julia, Bulletin de la Societe Chimique de France, 1954, p. 474,477

  摘要：

  DOI：

文献信息

• Metal(II) Schiff base complexes as catalysts for the high-regioselective conversion of epoxides to β-hydroxy nitriles in glycol solvents
  作者：Hossein Naeimi、Mohsen Moradian

  DOI：10.1139/v06-158

  日期：2006.11.1

  A facile preparation of 3-hydroxy propanenitrile derivatives is described involving ring opening of epoxides with potassium cyanide in glycol solvents in the presence of Schiff base complexes as catalysts. This method occurs under neutral and mild conditions with high yields and high regioselectivity. Thus, several β-Hydroxy nitriles, useful intermediates toward biologically-active molecules, are easily obtained at room temperature.Key words: β-hydroxy nitrile, Schiff base, epoxide, glycol, catalyst.

  本文介绍了一种简便的 3-羟基丙腈衍生物制备方法，该方法涉及环氧化物与氰化钾在乙二醇溶剂中，在希夫碱络合物作为催化剂存在下的开环反应。该方法在中性温和的条件下进行，具有高产率和高区域选择性。因此，可在室温下轻松获得几种 β-羟基腈，它们是生物活性分子的有用中间体。
• A facile preparation of (±)-β-hydroxy nitriles and their enzymatic resolution with lipases
  作者：Ahmed Kamal、G.B. Ramesh Khanna

  DOI：10.1016/s0957-4166(01)00058-1

  日期：2001.3

  A simple and efficient method for the preparation of racemic 4-aryloxy-3-hydroxybutanenitriles is described, Lipase mediated kinetic resolution in organic media was then utilised to effect enantioseparation. Lipases from different sources were screened in the resolution reaction using a number of organic solvents. Enantiomeric excesses of up to 99%, were obtained by employing lipase from Pseudomonas cepacia in di-iso-propyl ether medium. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Highly regioselective conversion of epoxides to β-hydroxy nitriles using metal(II) Schiff base complexes as new catalysts under mild conditions
  作者：Hossein Naeimi、Azam Karshenas

  DOI：10.1016/j.poly.2012.10.019

  日期：2013.1

  Epoxides undergo efficient ring opening with potassium cyanide in acetonitrile in the presence of metal Schiff base complexes as catalysts. This method was carried out under neutral and mild conditions with both high yields and high regioselectivity within a short period of time. Thus, several beta-hydroxy nitriles, useful intermediates for the synthesis of biologically active molecules, were easily obtained at room temperature. (C) 2012 Elsevier Ltd. All rights reserved.
• FAURAN C.; DOUZON C., EUR. J. MED. CHEM., 1976, 11, NO 1, 73-74
  作者：FAURAN C.、 DOUZON C.

  DOI：——

  日期：——
• Synthesis and antiinflammatory activity of 4-(p-biphenylyl)-3-hydroxybutyric acid and related compounds
  作者：D. I. Barron、P. T. Bysouth、R. W. Clarke、A. R. Copley、O. Stephenson、D. K. Vallance、A. M. Wild

  DOI：10.1021/jm00312a008

  日期：1968.11