hexyl 3-(furan-2-yl)propanoate | 1244028-79-2

• 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: hexyl 3-(furan-2-yl)propanoate
• 英文别名: Hexyl 3-(furan-2-yl)propanoate
• CAS: 1244028-79-2
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: GKQUOHPWYSKTCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3(2-呋喃)丙酸 、 正己醇 在 Pseudomonas cepacia lipase 作用下， 反应 48.0h， 以82%的产率得到hexyl 3-(furan-2-yl)propanoate
  参考文献：
  名称：

  Pseudomonas cepacia lipase catalyzed esterification and transesterification of 3-(furan-2-yl) propanoic acid/ethyl ester: A comparison in ionic liquids vs hexane

  摘要：

  A comparison of the Pseudomonas cepacia lipase (lipase PS) catalyzed esterification of 3-(furan-2-yl) propanoic acid and transesterification of ethyl 3-(furan-2-yl) propanoate with six straight chain alcohols (propanol to octanol) in ionic liquids and hexane was carried out. The ionic liquids selected, [Bmim]BF4, [Bmim]PF6, and [Bmim]Tf2N, consisted clan identical cation and different anions. This is the first report on the biocatalyzed synthesis of these esters. In all the media, lipase PS catalyzed esterification of 3-(furan-2-yl) propanoic acid resulted in high yields of the esters compared to the transesterification of ethyl 3-(furan-2-yl) propanoate.[Bmim]Tf2N proved to be the best: yielding 98-67% of the product by lipase PS catalyzed esterification. The lipase PS-[Bmim]Tf2N and lipase PS-[Bmim]PF6 mixture was recycled five times without any decrease in the yields of the products and was found to be operationally stable up to 10 months at room temperature. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2010.01.032

文献信息

• Pseudomonas cepacia lipase catalyzed esterification and transesterification of 3-(furan-2-yl) propanoic acid/ethyl ester: A comparison in ionic liquids vs hexane
  作者：P. Vidya、Anju Chadha

  DOI：10.1016/j.molcatb.2010.01.032

  日期：2010.8

  A comparison of the Pseudomonas cepacia lipase (lipase PS) catalyzed esterification of 3-(furan-2-yl) propanoic acid and transesterification of ethyl 3-(furan-2-yl) propanoate with six straight chain alcohols (propanol to octanol) in ionic liquids and hexane was carried out. The ionic liquids selected, [Bmim]BF4, [Bmim]PF6, and [Bmim]Tf2N, consisted clan identical cation and different anions. This is the first report on the biocatalyzed synthesis of these esters. In all the media, lipase PS catalyzed esterification of 3-(furan-2-yl) propanoic acid resulted in high yields of the esters compared to the transesterification of ethyl 3-(furan-2-yl) propanoate.[Bmim]Tf2N proved to be the best: yielding 98-67% of the product by lipase PS catalyzed esterification. The lipase PS-[Bmim]Tf2N and lipase PS-[Bmim]PF6 mixture was recycled five times without any decrease in the yields of the products and was found to be operationally stable up to 10 months at room temperature. (C) 2010 Elsevier B.V. All rights reserved.