(E)-3-(呋喃-2-基)-2-((2-羟基-4,4-二甲基-6-氧代-1-环己烯)甲基)丙烯酸甲酯 | 1038998-71-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (E)-3-(呋喃-2-基)-2-((2-羟基-4,4-二甲基-6-氧代-1-环己烯)甲基)丙烯酸甲酯
• 英文名称: methyl (E)-3-(furan-2-yl)-2-[(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-enyl)methyl]acrylate
• 英文别名: (E)-methyl 3-(furan-2-yl)-2-((2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-enyl)methyl)acrylate；methyl (E)-3-(furan-2-yl)-2-[(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)methyl]prop-2-enoate
• CAS: 1038998-71-8
• 化学式: C₁₇H₂₀O₅
• 分子量: 304.343
• InChiKey: IFYJHBDUAQXRIF-YRNVUSSQSA-N

物化性质

• 熔点：
  163-164 °C
• 沸点：
  446.1±45.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 methyl 2-(acetoxy(furan-2-yl)methyl)acrylate 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.33h， 以82%的产率得到(E)-3-(呋喃-2-基)-2-((2-羟基-4,4-二甲基-6-氧代-1-环己烯)甲基)丙烯酸甲酯
  参考文献：
  名称：

  An efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-diones from Baylis–Hillman adduct acetates under solvent-free conditions

  摘要：

  A simple, efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-dione 4 from Baylis-Hillman adduct acetates derived from aromatic aldehydes and cyclohexane-1,3-diones under solvent-free conditions is described. Interestingly, when Baylis-Hillman adducts derived from aliphatic aldehydes were tested under the similar conditions, the unexpected stereoisomers 5 and 6 were obtained in moderate yields. A plausible mechanism for the formation of 4-6 is proposed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.003

文献信息

• An efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-diones from Baylis–Hillman adduct acetates under solvent-free conditions
  作者：Weihui Zhong、Yongzhi Zhao、Weike Su

  DOI：10.1016/j.tet.2008.04.003

  日期：2008.6

  A simple, efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-dione 4 from Baylis-Hillman adduct acetates derived from aromatic aldehydes and cyclohexane-1,3-diones under solvent-free conditions is described. Interestingly, when Baylis-Hillman adducts derived from aliphatic aldehydes were tested under the similar conditions, the unexpected stereoisomers 5 and 6 were obtained in moderate yields. A plausible mechanism for the formation of 4-6 is proposed. (C) 2008 Elsevier Ltd. All rights reserved.