4,4-dimethyl-3-(2'-phenylethyl)-2-pyrazolin-5-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 4,4-dimethyl-3-(2'-phenylethyl)-2-pyrazolin-5-one
• 英文别名: 4,4-dimethyl-3-(2-phenylethyl)-1H-pyrazol-5-one
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: MMBDTZLBJMIQJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 3-(N'-benzoylhydrazino)-2,2-dimethyl-5-phenylpentanoate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以92%的产率得到4,4-dimethyl-3-(2'-phenylethyl)-2-pyrazolin-5-one
  参考文献：
  名称：

  Rare Earth Triflate-Catalyzed Addition Reactions of Acylhydrazones with Silyl Enolates. A Facile Synthesis of Pyrazolone Derivatives

  摘要：

  在一定量的稀土三酸盐催化下，苯甲酰肼与硅烯酸酯发生反应，生成相应的δ-N′-苯甲酰肼酯，产率很高。由此获得的肼酯经碱处理后很容易转化为吡唑酮衍生物。此外，还成功地进行了醛、酰基肼和硅烷基烯醇的三组分反应。

  DOI：

  10.1055/s-1998-1638

文献信息

• Rare Earth Triflate-Catalyzed Addition Reactions of Acylhydrazones with Silyl Enolates. A Facile Synthesis of Pyrazolone Derivatives
  作者：Hidekazu Oyamada、Shu Kobayashi

  DOI：10.1055/s-1998-1638

  日期：1998.3

  In the presence of a catalytic amount of a rare earth triflate, benzoylhydrazones reacted with silyl enolates to afford the corresponding β-N′-benzoylhydrazino esters in high yields. The hydrazino esters thus obtained were readily converted to pyrazolone derivatives by treatment with a base. A three-component reaction between an aldehyde, an acylhydrazine, and a silyl enolate was also performed successfully.

  在一定量的稀土三酸盐催化下，苯甲酰肼与硅烯酸酯发生反应，生成相应的δ-N′-苯甲酰肼酯，产率很高。由此获得的肼酯经碱处理后很容易转化为吡唑酮衍生物。此外，还成功地进行了醛、酰基肼和硅烷基烯醇的三组分反应。
• Polymer-supported acylhydrazones. Use in Sc(OTf)3-catalyzed Mannich-type reactions providing an efficient method for the preparation of diverse pyrazolone derivatives
  作者：Shū Kobayashi、Takayuki Furuta、Kasumi Sugita、Osamu Okitsu、Hidekazu Oyamada

  DOI：10.1016/s0040-4039(98)02607-0

  日期：1999.2

  Polymer-supported acylhydrazones, prepared from polystyrene resin (1%-divinylbenzene), reacted with ketene silyl acetals in the presence of a catalytic amount of scandium triflate (Sc(OTf)(3)), to afford the corresponding beta-hydrazinoesters, which were cyclized and cleaved from the support simultaneously by treatment with a base to produce diverse pyrazolone derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Mannich Type Reactions of Acylhydrazones with Silyl Enolates for the Synthesis of b-Amino Ester, b-Amino Ketone, b-Lactam, Pyrazolidinone, and Pyrazolone Derivatives
  作者：Shu Kobayashi、Osamu Okitsu、Hidekazu Oyamada、Takayuki Furuta

  DOI：10.3987/com-99-s113

  日期：——