3-hydroxy-5-methylhexanenitrile | 600735-68-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxy-5-methylhexanenitrile
• CAS: 600735-68-0
• 化学式: C₇H₁₃NO
• 分子量: 127.186
• InChiKey: UXOFFPCRBSRPSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙腈 、 异戊醛 在 copper (I) tert-butoxide 、 1,2-双(二苯基膦)乙烷 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以71%的产率得到3-hydroxy-5-methylhexanenitrile
  参考文献：
  名称：

  Direct Catalytic Aldol-Type Reactions Using RCH₂CN

  摘要：

  A copper fluoride-catalyzed cyanomethylation that can be applied to a wide range of ketones and aldehydes was developed using TMSCH2-CN as a nucleophile. The reaction was extended to a conceptually more advanced copper alkoxide-catalyzed direct addition of alkylnitriles to aldehydes, which can act as a surrogate direct catalytic aldol reaction of esters. These reactions can be applied to the first catalytic enantioselective cyanomethylation of ketones and direct catalytic enantioselective cyanomethylation of aldehydes.

  DOI：

  10.1021/ol035206u

文献信息

• Method of manufacturing cyano compounds
  申请人：Shibasaki Masakatsu

  公开号：US20050004388A1

  公开（公告）日：2005-01-06

  A method of manufacturing a cyano compound by reacting a carbonyl compound with a nitrile compound having at least one α-hydrogen atom in the presence of a ligand and a metal compound of formula (III), MX  (III) wherein M is a copper atom or a silver atom, and X is an alkoxy group, an alkyl group, an aryl group or an anionic residue.

  通过在配体和化合物的存在下，将羰基化合物与至少含有一个α-氢原子的腈化合物反应，制备氰基化合物的方法，其中化合物的公式为（III），MX，其中M是铜原子或银原子，X是烷氧基团、烷基团、芳基团或阴离子残基。
• US7355061B2
  申请人：——

  公开号：US7355061B2

  公开（公告）日：2008-04-08
• Direct Catalytic Aldol-Type Reactions Using RCH₂CN
  作者：Yutaka Suto、Naoya Kumagai、Shigeki Matsunaga、Motomu Kanai、Masakatsu Shibasaki

  DOI：10.1021/ol035206u

  日期：2003.8.1

  A copper fluoride-catalyzed cyanomethylation that can be applied to a wide range of ketones and aldehydes was developed using TMSCH2-CN as a nucleophile. The reaction was extended to a conceptually more advanced copper alkoxide-catalyzed direct addition of alkylnitriles to aldehydes, which can act as a surrogate direct catalytic aldol reaction of esters. These reactions can be applied to the first catalytic enantioselective cyanomethylation of ketones and direct catalytic enantioselective cyanomethylation of aldehydes.