N-diethoxyphosphorylmethyl-3,3-dichloro-4-chloromethylpyrrolidin-2-one | 358622-45-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: N-diethoxyphosphorylmethyl-3,3-dichloro-4-chloromethylpyrrolidin-2-one
• 英文别名: 3,3-Dichloro-4-(chloromethyl)-1-(diethoxyphosphorylmethyl)pyrrolidin-2-one
• CAS: 358622-45-4
• 化学式: C₁₀H₁₇Cl₃NO₄P
• 分子量: 352.582
• InChiKey: QVGNWLZDBXNOMK-UHFFFAOYSA-N

物化性质

• 沸点：
  470.7±45.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  lithium isopropoxide 、 N-diethoxyphosphorylmethyl-3,3-dichloro-4-chloromethylpyrrolidin-2-one 以 异丙醇 为溶剂， 反应 15.0h， 以40%的产率得到N-(diethylphosphoryl)methyl-4-methyl-5,5-diisopropoxy-3-pyrrolin-2-one
  参考文献：
  名称：

  Unusual access to 5-methoxy or 5,5-dimethoxy-4-methyl-3-pyrrolin-2-ones from chlorinated 4-methyl-pyrrolidin-2-ones

  摘要：

  The reaction of N-substituted 4-methyl-2-pyrrolidinones, carrying not less than two chlorine atoms on the C(3) and C(6) carbons afforded with alkaline methoxide in methanol, under mild conditions, the corresponding 5-methoxy or 5,5-dimethoxy-4-methyl-3-pyrrolin-2-ones in satisfactory yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00792-4
• 作为产物：
  描述：

  N-allyl-N-(diethoxyphosphorylmethyl)trichloroacetamide 在 copper(l) chloride 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以82%的产率得到N-diethoxyphosphorylmethyl-3,3-dichloro-4-chloromethylpyrrolidin-2-one
  参考文献：
  名称：

  Synthesis of 5-methoxylated 3-pyrrolin-2-ones via the rearrangement of chlorinated pyrrolidin-2-ones

  摘要：

  The reaction of N-substituted 4-methyl-2-pyrrolidinones or 4-diethoxyphosphoryl analogues, carrying at least two chlorine atoms between the C(3) and C(6) carbons, with alkaline methoxide in methanol afforded the corresponding 5-methoxylated 3-pyrrolin-2-ones, useful adducts for the preparation of agrochemicals or medicinal compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00044-9

文献信息

• Synthesis of 5-methoxylated 3-pyrrolin-2-ones via the rearrangement of chlorinated pyrrolidin-2-ones
  作者：Franco Ghelfi、Christian V Stevens、Inge Laureyn、Ellen Van Meenen、Tina M Rogge、Laurent De Buyck、Kirill V Nikitin、Romano Grandi、Emanuela Libertini、Ugo M Pagnoni、Luisa Schenetti

  DOI：10.1016/s0040-4020(03)00044-9

  日期：2003.2

  The reaction of N-substituted 4-methyl-2-pyrrolidinones or 4-diethoxyphosphoryl analogues, carrying at least two chlorine atoms between the C(3) and C(6) carbons, with alkaline methoxide in methanol afforded the corresponding 5-methoxylated 3-pyrrolin-2-ones, useful adducts for the preparation of agrochemicals or medicinal compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Unusual access to 5-methoxy or 5,5-dimethoxy-4-methyl-3-pyrrolin-2-ones from chlorinated 4-methyl-pyrrolidin-2-ones
  作者：Franco Bellesia、Laurent De Buyck、Maria V. Colucci、Franco Ghelfi、Inge Laureyn、Emanuela Libertini、Adele Mucci、Ugo M. Pagnoni、Adriano Pinetti、Tina M. Rogge、Christian V. Stevens

  DOI：10.1016/s0040-4039(01)00792-4

  日期：2001.7

  The reaction of N-substituted 4-methyl-2-pyrrolidinones, carrying not less than two chlorine atoms on the C(3) and C(6) carbons afforded with alkaline methoxide in methanol, under mild conditions, the corresponding 5-methoxy or 5,5-dimethoxy-4-methyl-3-pyrrolin-2-ones in satisfactory yields. (C) 2001 Elsevier Science Ltd. All rights reserved.