ethyl 2,2-difluoro-3-hydroxy-3-methylhexanoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2,2-difluoro-3-hydroxy-3-methylhexanoate
• 化学式: C₉H₁₆F₂O₃
• 分子量: 210.221
• InChiKey: ATVPRKAVQSAJQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二氟溴乙酸乙酯 、 2-戊酮 在 cerium(III) chloride 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以92%的产率得到ethyl 2,2-difluoro-3-hydroxy-3-methylhexanoate
  参考文献：
  名称：

  An effective synthesis of 2,2-difluoro-3-hydroxy esters

  摘要：

  Reformatsky reactions of bromodifluoroacetate with carbonyl compounds and its applications to the synthesis of 2,2-difluoro-3-hydroxy esters as a means of two-carbon homologation with a difluoro moiety under mild conditions in good to excellent yields are described. In the case of aldehydes and aromatic ketones no catalyst was needed, while in the case of aliphatic ketones, 2 mol% of CeCl3 catalyst raises the yields dramatically from 30%-32% to 89%-92%.

  DOI：

  10.1016/0022-1139(93)02961-d

文献信息

• An effective synthesis of 2,2-difluoro-3-hydroxy esters
  作者：Yanchang Shen、Ming Qi

  DOI：10.1016/0022-1139(93)02961-d

  日期：1994.6

  Reformatsky reactions of bromodifluoroacetate with carbonyl compounds and its applications to the synthesis of 2,2-difluoro-3-hydroxy esters as a means of two-carbon homologation with a difluoro moiety under mild conditions in good to excellent yields are described. In the case of aldehydes and aromatic ketones no catalyst was needed, while in the case of aliphatic ketones, 2 mol% of CeCl3 catalyst raises the yields dramatically from 30%-32% to 89%-92%.