ethyl 2-(hydroxymethyl)pent-4-enoate | 1347744-65-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: ethyl 2-(hydroxymethyl)pent-4-enoate
• 英文别名: Ethyl 2-(hydroxymethyl)pent-4-enoate
• CAS: 1347744-65-3
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: BQCDNQCCECKWFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲酰基戊-4-烯酸乙酯 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以135 mg的产率得到ethyl 2-(hydroxymethyl)pent-4-enoate
  参考文献：
  名称：

  A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis

  摘要：

  A step-economical one-pot nucleophilic catalysis/thermal Claisen-rearrangement protocol for the direct synthesis of alpha-formyl-alpha-allylacetates from allylic alcohols and activated alkynes has been developed. The product alpha-formyl-alpha-allylacetates were further reacted in situ to give either protected enol ethers or beta-hydroxy-4-pentenoates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.035

文献信息

• A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis
  作者：William Chung、Petra Lindovska、Jason E. Camp

  DOI：10.1016/j.tetlet.2011.10.035

  日期：2011.12

  A step-economical one-pot nucleophilic catalysis/thermal Claisen-rearrangement protocol for the direct synthesis of alpha-formyl-alpha-allylacetates from allylic alcohols and activated alkynes has been developed. The product alpha-formyl-alpha-allylacetates were further reacted in situ to give either protected enol ethers or beta-hydroxy-4-pentenoates. (C) 2011 Elsevier Ltd. All rights reserved.