3-hydroxy-3-(2-oxo-2H-chromen-6-yl)propanenitrile | 1173704-86-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-hydroxy-3-(2-oxo-2H-chromen-6-yl)propanenitrile
• 英文别名: 3-Hydroxy-3-(2-oxochromen-6-yl)propanenitrile
• CAS: 1173704-86-3
• 化学式: C₁₂H₉NO₃
• 分子量: 215.208
• InChiKey: HRAYOINVDWNNDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三甲基硅烷氰化甲烷 、 香豆素-6-甲醛 在 2,8,9-三异丙基-2,5,8,9-四硫唑嘌呤-1-磷杂二环[3.3.3]十一烷 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以70%的产率得到3-hydroxy-3-(2-oxo-2H-chromen-6-yl)propanenitrile
  参考文献：
  名称：

  P(i-PrNCH₂CH₂)₃N as a Lewis Base Catalyst for the Synthesis of β-Hydroxynitriles Using TMSAN

  摘要：

  Proazaphosphatrane 1a was found to be an efficient catalyst for synthesis of beta-hydroxynitriles via the reaction of trimethylsilylacetonitrile (TMSAN) with aldehydes under mild reaction conditions and typically low catalyst loading (ca. 2 mol%). A variety of functional groups were tolerated, and good to excellent product yields were obtained.

  DOI：

  10.1021/jo900814t

文献信息

• P(<i>i</i>-PrNCH₂CH₂)₃N as a Lewis Base Catalyst for the Synthesis of β-Hydroxynitriles Using TMSAN
  作者：Kuldeep Wadhwa、John G. Verkade

  DOI：10.1021/jo900814t

  日期：2009.8.7

  Proazaphosphatrane 1a was found to be an efficient catalyst for synthesis of beta-hydroxynitriles via the reaction of trimethylsilylacetonitrile (TMSAN) with aldehydes under mild reaction conditions and typically low catalyst loading (ca. 2 mol%). A variety of functional groups were tolerated, and good to excellent product yields were obtained.