2-ethoxycarbonyl-2-hydroxy-4-methylpentanenitrile | 131221-76-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 2-ethoxycarbonyl-2-hydroxy-4-methylpentanenitrile
• 英文别名: (1-Cyano-3-methylbutyl) ethyl carbonate
• CAS: 131221-76-6
• 化学式: C₉H₁₅NO₃
• 分子量: 185.223
• InChiKey: UIQSXGLVGVUNOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethoxycarbonyl-2-hydroxy-4-methylpentanenitrile 在 2,6-二甲基吡啶 、 silver nitrate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 40.01h， 生成 4-甲基-2-氧代戊酸乙酯
  参考文献：
  名称：

  Babler, James H.; Marcuccilli, Charles J.; Oblong, John E., Synthetic Communications, 1990, vol. 20, # 12, p. 1831 - 1836

  摘要：

  DOI：
• 作为产物：
  描述：

  异戊醛 在 吡啶 、 sodium hydrogensulfite 作用下， 反应 15.0h， 生成 2-ethoxycarbonyl-2-hydroxy-4-methylpentanenitrile
  参考文献：
  名称：

  Babler, James H.; Marcuccilli, Charles J.; Oblong, John E., Synthetic Communications, 1990, vol. 20, # 12, p. 1831 - 1836

  摘要：

  DOI：

文献信息

• N,N-Dimethylpyridin-4-Amine Mediated Protocol for Cyanoethoxycarbonylation of Aldehydes Under Solvent-Free Conditions
  作者：Noor-ul H. Khan、Santosh Agrawal、Rukhsana I. Kureshy、Prasanta K. Bera、Sayed H. R. Abdi、Hari C. Bajaj

  DOI：10.1007/s10562-010-0355-7

  日期：2010.7

  N, N-Dimethylpyridin-4-amine (DAMP) (10 mol%) was successfully employed as catalyst for cyanoethoxycarbonylation of aromatic and aliphatic aldehydes at room temperature under solvent free condition to give corresponding ethylcyanocarbonates in excellent isolated yield (up to 95%) in 15-90 min. Simple experimental conditions and product isolation procedure has made this protocol quite attractive for the synthesis of ethylcyanocarbonates in an environment-friendly manner.
• Ionic liquid as catalytic and reusable media for cyanoethoxycarbonylation of aldehydes
  作者：Noor-ul H. Khan、Santosh Agrawal、Rukhsana I. Kureshy、Sayed H.R. Abdi、Arghya Sadhukhan、Renjith S. Pillai、Hari C. Bajaj

  DOI：10.1016/j.catcom.2010.04.005

  日期：2010.5

  Various ionic liquids (IL 1-9) based on N-methyl N'-alkyl imidazolium salts were explored as catalytic media in cyanoethoxycarbonylation of various aldehydes. The study revealed that the alkyl chain length and counter ion of the ionic liquid are critical for the product yield. The highest product yield of cyanohydrin carbonate (up to 96%) was obtained with C-5 alkyl chain with Br- as counter ion (IL 3). On the other hand PE6- as counter ion failed to catalyze the cyanoethoxycarbonylation reaction. (C) 2010 Elsevier B.V. All rights reserved.
• WO2008/121074
  申请人：——

  公开号：——

  公开（公告）日：——
• BABLER, JAMES H.;MARCUCCILLI, CHARLES J.;OBLONG, JOHN E., SYNTH. COMMUN., 20,(1990) N2, C. 1831-1836
  作者：BABLER, JAMES H.、MARCUCCILLI, CHARLES J.、OBLONG, JOHN E.

  DOI：——

  日期：——