5-chlorodifluoromethyl-2-methoxyfuran | 148275-51-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-chlorodifluoromethyl-2-methoxyfuran
• 英文别名: 2-[Chloro(difluoro)methyl]-5-methoxyfuran
• CAS: 148275-51-8
• 化学式: C₆H₅ClF₂O₂
• 分子量: 182.554
• InChiKey: LXBQDOSASYDPKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  22.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-chlorodifluoromethyl-2-methoxyfuran 在 偶氮二异丁腈 、 三(三甲基硅基)硅烷 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 2-difluoromethyl-5-methoxyfuran
  参考文献：
  名称：

  Convenient preparations and Michael reactions of 4-fluoroalkylated but-2-en-4-olides

  摘要：

  Trifluoromethyl, heptafluoropropyl and chlorodifluoromethyl substituted but-2-en-4-olides have been prepared both from 2-trimethylsiloxyfuran by fluoroalkylation with the corresponding bis(fluoroalkanoyl) peroxide and from 2-fluoroalkylfuran by oxidation with m-nitrobenzenesulfonyl peroxide. 4-Difluoromethylbut-2-en-4-olide was also prepared by chlorodifluoromethylation of 2-methoxy-furan followed by reduction of the chlorine. The 4-trifluoromethylated butenolide, thus prepared, could be readily converted into the anion by treatment with weak base. The anion so formed then reacted with electron-deficient olefins to give 4,4-disubstituted butenolides.

  DOI：

  10.1039/p19930000501
• 作为产物：
  描述：

  2-呋甲醚 、 bis(chlorodifluoroacetyl) peroxide 以 1,1,2-三氯三氟乙烷（CFC-113） 为溶剂， 反应 0.17h， 以34%的产率得到5-chlorodifluoromethyl-2-methoxyfuran
  参考文献：
  名称：

  Convenient preparations and Michael reactions of 4-fluoroalkylated but-2-en-4-olides

  摘要：

  Trifluoromethyl, heptafluoropropyl and chlorodifluoromethyl substituted but-2-en-4-olides have been prepared both from 2-trimethylsiloxyfuran by fluoroalkylation with the corresponding bis(fluoroalkanoyl) peroxide and from 2-fluoroalkylfuran by oxidation with m-nitrobenzenesulfonyl peroxide. 4-Difluoromethylbut-2-en-4-olide was also prepared by chlorodifluoromethylation of 2-methoxy-furan followed by reduction of the chlorine. The 4-trifluoromethylated butenolide, thus prepared, could be readily converted into the anion by treatment with weak base. The anion so formed then reacted with electron-deficient olefins to give 4,4-disubstituted butenolides.

  DOI：

  10.1039/p19930000501

文献信息

• Convenient preparations and Michael reactions of 4-fluoroalkylated but-2-en-4-olides
  作者：Masato Yoshida、Rihoko Imai、Yuji Komatsu、Yoshihiro Morinaga、Nobumasa Kamigata、Masahiko Iyoda

  DOI：10.1039/p19930000501

  日期：——

  Trifluoromethyl, heptafluoropropyl and chlorodifluoromethyl substituted but-2-en-4-olides have been prepared both from 2-trimethylsiloxyfuran by fluoroalkylation with the corresponding bis(fluoroalkanoyl) peroxide and from 2-fluoroalkylfuran by oxidation with m-nitrobenzenesulfonyl peroxide. 4-Difluoromethylbut-2-en-4-olide was also prepared by chlorodifluoromethylation of 2-methoxy-furan followed by reduction of the chlorine. The 4-trifluoromethylated butenolide, thus prepared, could be readily converted into the anion by treatment with weak base. The anion so formed then reacted with electron-deficient olefins to give 4,4-disubstituted butenolides.