8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carbonitrile | 136759-17-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carbonitrile
• CAS: 136759-17-6
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: OEWWIPGVAYJTSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  8-甲氧基-3,4-二氢-1H-2-萘酮 在 samarium diiodide 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carbonitrile
  参考文献：
  名称：

  Cyano phosphate: an efficient intermediate for the chemoselective conversion of carbonyl compounds to nitriles

  摘要：

  Cyanohydrin diethyl phosphates, readily obtained from various ketones and aldehydes by reaction with diethyl phosphorocyanidate and lithium cyanide, reacted chemoselectively with samarium(II) iodide in THF to give the corresponding nitriles in excellent yields. This method was also found applicable to alpha,beta-unsaturated carbonyl compounds via cyano phosphates to give beta,gamma-unsaturated nitriles, not obtainable by standard methods, without isomerization of the double bonds.

  DOI：

  10.1021/jo00005a031

文献信息

• YONEDA, RYUJI;HARUSAWA, SHINYA;KURIHARA, TAKUSHI, J. ORG. CHEM., 56,(1991) N, C. 1827-1832
  作者：YONEDA, RYUJI、HARUSAWA, SHINYA、KURIHARA, TAKUSHI

  DOI：——

  日期：——
• Phényléthanolaminométhyltétralines, procédé pour leur préparation et compositions pharmaceutiques les contenant
  申请人：ELF SANOFI

  公开号：EP0436435B1

  公开（公告）日：1994-03-23
• US5130339A
  申请人：——

  公开号：US5130339A

  公开（公告）日：1992-07-14
• Cyano phosphate: an efficient intermediate for the chemoselective conversion of carbonyl compounds to nitriles
  作者：Ryuji Yoneda、Shinya Harusawa、Takushi Kurihara

  DOI：10.1021/jo00005a031

  日期：1991.3

  Cyanohydrin diethyl phosphates, readily obtained from various ketones and aldehydes by reaction with diethyl phosphorocyanidate and lithium cyanide, reacted chemoselectively with samarium(II) iodide in THF to give the corresponding nitriles in excellent yields. This method was also found applicable to alpha,beta-unsaturated carbonyl compounds via cyano phosphates to give beta,gamma-unsaturated nitriles, not obtainable by standard methods, without isomerization of the double bonds.