(E)-2-((2-羟基-6-氧代-1-环己烯)甲基)-3-苯基丙烯酸甲酯 | 1038998-67-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: (E)-2-((2-羟基-6-氧代-1-环己烯)甲基)-3-苯基丙烯酸甲酯
• 英文名称: methyl (E)-2-[(2-hydroxy-6-oxocyclohex-1-enyl)methyl]-3-phenylacrylate
• 英文别名: (E)-Methyl 2-((2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-phenylacrylate；methyl (E)-2-[(2-hydroxy-6-oxocyclohexen-1-yl)methyl]-3-phenylprop-2-enoate
• CAS: 1038998-67-2
• 化学式: C₁₇H₁₈O₄
• 分子量: 286.328
• InChiKey: OVUNRUAACISTDH-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-环己二酮 、 2-[乙酰氧基(苯基)甲基]丙烯酸甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 0.42h， 以88%的产率得到(E)-2-((2-羟基-6-氧代-1-环己烯)甲基)-3-苯基丙烯酸甲酯
  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.