1-n-Butyl-5-(2-furoylmethylene)pyrrolidin-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-n-Butyl-5-(2-furoylmethylene)pyrrolidin-2-one
• 英文别名: (5E)-1-butyl-5-[2-(furan-2-yl)-2-oxoethylidene]pyrrolidin-2-one
• 化学式: C₁₄H₁₇NO₃
• 分子量: 247.294
• InChiKey: BHHHCMDLTNFFIF-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  正丁胺 、 Furil monotosylhydrazone 在 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以44%的产率得到1-n-Butyl-5-(2-furoylmethylene)pyrrolidin-2-one
  参考文献：
  名称：

  Nucleophilic Interception of the .gamma.,.delta.-Acetylenic .alpha.,.beta.-Olefinic Aldehyde Intermediate Formed from Furil Monotosylhydrazone

  摘要：

  The reaction of furil monotosylhydrazone (1) with nucleophiles under basic conditions led to the formation of 5-(2-furoylmethylene)-2-pyrrolidinones 3 when amines and hydrazine hydrate were used. Treatment with methylhydrazine led td production of 1-methyl-6-(2-furoylmethylene)pyridazine (4) while treatment with phenylhydrazine and 4-nitrophenylhydrazine produced 1-(2-furoyl)-6-anilino-6-azafulvene (5a) and 1-(2-furoyl)-6-(4-nitroanilino)-6-azafulvene (5b), respectively. All products suggest interception of the gamma,delta-acetylenic alpha,beta-olefinic aldehyde intermediate 2 formed via the unstable 1,2-difuryldiazoethanone.

  DOI：

  10.1021/jo00118a012

文献信息

• Nucleophilic Interception of the .gamma.,.delta.-Acetylenic .alpha.,.beta.-Olefinic Aldehyde Intermediate Formed from Furil Monotosylhydrazone
  作者：Regina Sparrapan、Concetta Kascheres、Maria Tereza P. Gambardella

  DOI：10.1021/jo00118a012

  日期：1995.6

  The reaction of furil monotosylhydrazone (1) with nucleophiles under basic conditions led to the formation of 5-(2-furoylmethylene)-2-pyrrolidinones 3 when amines and hydrazine hydrate were used. Treatment with methylhydrazine led td production of 1-methyl-6-(2-furoylmethylene)pyridazine (4) while treatment with phenylhydrazine and 4-nitrophenylhydrazine produced 1-(2-furoyl)-6-anilino-6-azafulvene (5a) and 1-(2-furoyl)-6-(4-nitroanilino)-6-azafulvene (5b), respectively. All products suggest interception of the gamma,delta-acetylenic alpha,beta-olefinic aldehyde intermediate 2 formed via the unstable 1,2-difuryldiazoethanone.