3-ethoxy-1-(4-methoxyphenyl)prop-2-yn-1-ol | 91496-43-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-ethoxy-1-(4-methoxyphenyl)prop-2-yn-1-ol
• CAS: 91496-43-4
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: LGDYHABUOBYFOL-UHFFFAOYSA-N

物化性质

• 沸点：
  342.4±42.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-ethoxy-1-(4-methoxyphenyl)prop-2-yn-1-ol 在 次磷酸 作用下， 以 水 、 甲苯 为溶剂， 反应 18.0h， 以91%的产率得到对甲氧基肉桂酸乙酯
  参考文献：
  名称：

  由含磷布朗斯台德酸催化剂介导的炔丙醇的 Meyer-Schuster 重排

  摘要：

  市售的（水）次磷酸是一种有效的催化剂，用于从相应的炔丙醇合成 α,β-不饱和羰基化合物。反应在空气存在下在工业甲苯中进行，在一些情况下，所需产物在简单的后处理后分离为分析纯。

  DOI：

  10.1039/d2ob01259f
• 作为产物：
  描述：

  ethoxyethynyl lithium 、 4-甲氧基苯甲醛 生成 3-ethoxy-1-(4-methoxyphenyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Virtually Complete E-Selective α,β-Unsaturated Ester Synthesis by Hg(OTf)₂-Catalyzed Hydration of sec-Ethoxyalkynyl Acetate

  摘要：

  The reaction of alkyl-substituted sec-ethoxyalkynyl acetates with water catalyzed by Hg(OTf)(2) afforded alpha,beta-unsaturated esters in excellent yield with high catalytic turnover up to 1000 times under very mild reaction conditions with virtually complete E-selectivity, superior even to that of the HWE reaction.

  DOI：

  10.1021/ol702548r

文献信息

• Palladium Catalyzed Annulation of <i>o</i>-Iodo-Anilines with Propargyl Alcohols: Synthesis of Substituted Quinolines
  作者：Zhi Zhang、Jing-Tong Deng、Jia-Yi Feng、Jin-Yan Liang、Xue-Tao Xu、Jin-Bao Peng

  DOI：10.1021/acs.joc.3c01451

  日期：2023.8.18

  A palladium catalyzed annulation of o-iodo-anilines with propargyl alcohols for the synthesis of substituted quinolines has been developed. The reaction tolerates diverse functional groups under mild conditions, providing direct access to 2,4-disubstituted quinolines from easily available starting materials. A broad range of 2,4-disubstituted quinolines were efficiently prepared in good to excellent

  已经开发出一种钯催化的邻碘苯胺与炔丙醇的环化反应，用于合成取代的喹啉。该反应在温和条件下耐受多种官能团，从而可以从容易获得的起始材料中直接获得 2,4-二取代喹啉。有效制备了多种 2,4-二取代喹啉，收率良好至优异。
• Virtually Complete <i>E</i>-Selective α,β-Unsaturated Ester Synthesis by Hg(OTf)₂-Catalyzed Hydration of <i>sec</i>-Ethoxyalkynyl Acetate
  作者：Mugio Nishizawa、Hiroko Hirakawa、Yuki Nakagawa、Hirofumi Yamamoto、Kosuke Namba、Hiroshi Imagawa

  DOI：10.1021/ol702548r

  日期：2007.12.1

  The reaction of alkyl-substituted sec-ethoxyalkynyl acetates with water catalyzed by Hg(OTf)(2) afforded alpha,beta-unsaturated esters in excellent yield with high catalytic turnover up to 1000 times under very mild reaction conditions with virtually complete E-selectivity, superior even to that of the HWE reaction.
• Meyer–Schuster rearrangement of propargylic alcohols mediated by phosphorus-containing Brønsted acid catalysts
  作者：Lalita Radtanajiravong、Jake Peters、Jake Hummell、Silvia Díez-González

  DOI：10.1039/d2ob01259f

  日期：——

  Commercially available (aqueous) hypophosphorus acid is an efficient catalyst for the synthesis of α,β-unsaturated carbonyl compounds from their corresponding propargylic alcohols. Reactions were carried out in technical toluene in the presence of air and in several instances the desired products were isolated analytically pure after a simple work-up.

  市售的（水）次磷酸是一种有效的催化剂，用于从相应的炔丙醇合成 α,β-不饱和羰基化合物。反应在空气存在下在工业甲苯中进行，在一些情况下，所需产物在简单的后处理后分离为分析纯。