ethyl 4,5-dihydro-5-hydroxy-β-oxo-3-propyl-5-(trifluoromethyl)-1H-pyrazole-1-propanoate | 1309792-48-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 4,5-dihydro-5-hydroxy-β-oxo-3-propyl-5-(trifluoromethyl)-1H-pyrazole-1-propanoate
• 英文别名: Ethyl 4,5-dihydro-5-hydroxy-beta-oxo-3-propyl-5-(trifluoromethyl)-1h-pyrazole-1-propanoate；ethyl 3-[5-hydroxy-3-propyl-5-(trifluoromethyl)-4H-pyrazol-1-yl]-3-oxopropanoate
• CAS: 1309792-48-0
• 化学式: C₁₂H₁₇F₃N₂O₄
• 分子量: 310.273
• InChiKey: WOQGGRBWXUCTGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  79.2
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-氧代-3-肼基丙酸乙酯 、 1,1,1-三氟-4-甲氧基庚-3-烯-2-酮 反应 0.1h， 以87%的产率得到ethyl 4,5-dihydro-5-hydroxy-β-oxo-3-propyl-5-(trifluoromethyl)-1H-pyrazole-1-propanoate
  参考文献：
  名称：

  An E-factor minimized solvent-free protocol for the preparation of 4,5-dihydro-5-(trifluoromethyl)-1H-pyrazoles

  摘要：

  The efficient synthesis of 4,5-dihydro-1H-pyrazoles from the reaction of 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones [CF3C(O)CH=C(R-1)(OR), where R = Me, Et and R-1 = H, Me, Et, Pr, i-Bu, Ph, 4-Me-C6H4, 4-F-C6H4, 4-Cl-C6H4, fur-2-yl, Naphth-2-yl, biphenyl-4-yl] and ethyl 3-hydrazino-3-oxopropionate [NH2NHC(O)CH2C(O)OEt] is reported. The products were obtained in good yields (72-87%). Two protocols were developed: (1) conventional thermal heating using EtOH as solvent and under solvent-free conditions, and (2) a microwave-assisted method using EtOH as solvent and under solvent-free conditions. The E-factor was determined for all protocols, and the results showed that the microwave-assisted method under solvent-free conditions results in a greener process.

  DOI：

  10.1007/s00706-011-0464-z