N-butylbenzimidoyl chloride | 38430-08-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-butylbenzimidoyl chloride
• CAS: 38430-08-9
• 化学式: C₁₁H₁₄ClN
• 分子量: 195.692
• InChiKey: MDWMGBOWWNCFFD-ACCUITESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-butylbenzimidoyl chloride 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide Rh(1+)(1,5-cyclooctadiene)(η6-C6H5B(1-)Ph3) 、 氢气 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 70.0~90.0 ℃ 、4.26 MPa 条件下， 反应 32.0h， 生成 1,3-dibutyl-4-carbaldehyde-5-phenyl-4-pyrrolin-2-one
  参考文献：
  名称：

  Innovative Synthesis of 4-Carbaldehydepyrrolin-2-ones by Zwitterionic Rhodium Catalyzed Chemo- and Regioselective Tandem Cyclohydrocarbonylation/CO Insertion of α-Imino Alkynes

  摘要：

  The tandem cyclohydrocarbonylative/CO insertion of alpha -imino alkynes employs CO, H-2, and catalytic quantities of zwitterionic rhodium complex (eta (6)-C6H5BPh3)Rh--(+)(1,5-COD) and triphenyl phosphite affording aldehyde substituted pyrrolinones in 67-82% yields. This unique transformation is readily applied to imino alkynes containing alkyl, alkoxyl, vinyl, and aryl substituents. The ability to prepare highly functionalized pyrrolinones makes this an attractive route to these important and versatile pharmaceuticals.

  DOI：

  10.1021/ja011710n
• 作为产物：
  描述：

  N-丁基苯甲酰胺 在 氯化亚砜 作用下， 反应 2.0h， 以88%的产率得到N-butylbenzimidoyl chloride
  参考文献：
  名称：

  Innovative Synthesis of 4-Carbaldehydepyrrolin-2-ones by Zwitterionic Rhodium Catalyzed Chemo- and Regioselective Tandem Cyclohydrocarbonylation/CO Insertion of α-Imino Alkynes

  摘要：

  The tandem cyclohydrocarbonylative/CO insertion of alpha -imino alkynes employs CO, H-2, and catalytic quantities of zwitterionic rhodium complex (eta (6)-C6H5BPh3)Rh--(+)(1,5-COD) and triphenyl phosphite affording aldehyde substituted pyrrolinones in 67-82% yields. This unique transformation is readily applied to imino alkynes containing alkyl, alkoxyl, vinyl, and aryl substituents. The ability to prepare highly functionalized pyrrolinones makes this an attractive route to these important and versatile pharmaceuticals.

  DOI：

  10.1021/ja011710n