2-Hydroxy-2-<4-ethyl-phenyl>-penten-(4) | 92035-84-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Hydroxy-2-<4-ethyl-phenyl>-penten-(4)
• 英文别名: 2-(4-Ethylphenyl)pent-4-en-2-ol；2-(4-ethylphenyl)pent-4-en-2-ol
• CAS: 92035-84-2
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: CHKAMAMWUQWVDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-2-<4-ethyl-phenyl>-penten-(4) 在 叔丁基过氧化氢 、 新铜试剂 、 水 、 copper dichloride 、 palladium dichloride 作用下， 以 硝基甲烷 为溶剂， 反应 24.0h， 以67%的产率得到5-(4-ethylphenyl)-5-methyldihydrofuran-2-one
  参考文献：
  名称：

  Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones

  摘要：

  An unprecedented strategy for the highly effective synthesis of gamma-lactones from homoallylic alcohols was achieved by palladium catalysis in one step. The protocol affords aryl, alkyl, and spiro gamma-lactones directly from readily available "homoallylic alcohols in good yields with excellent functional group tolerance and high chemoselectivity under mild conditions.

  DOI：

  10.1021/acs.orglett.7b02688
• 作为产物：
  描述：

  对乙基苯乙酮 、 3-溴丙烯 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 2-Hydroxy-2-<4-ethyl-phenyl>-penten-(4)
  参考文献：
  名称：

  Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones

  摘要：

  An unprecedented strategy for the highly effective synthesis of gamma-lactones from homoallylic alcohols was achieved by palladium catalysis in one step. The protocol affords aryl, alkyl, and spiro gamma-lactones directly from readily available "homoallylic alcohols in good yields with excellent functional group tolerance and high chemoselectivity under mild conditions.

  DOI：

  10.1021/acs.orglett.7b02688

文献信息

• Skvarchenko,V.R. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 211 - 215
  作者：Skvarchenko,V.R. et al.

  DOI：——

  日期：——
• Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones
  作者：Meifang Zheng、Pengquan Chen、Liangbin Huang、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/acs.orglett.7b02688

  日期：2017.11.3

  An unprecedented strategy for the highly effective synthesis of gamma-lactones from homoallylic alcohols was achieved by palladium catalysis in one step. The protocol affords aryl, alkyl, and spiro gamma-lactones directly from readily available "homoallylic alcohols in good yields with excellent functional group tolerance and high chemoselectivity under mild conditions.