2-(4-(allyloxy)-3-methoxyphenyl)-6-methyl-4H-chromen-4-one | 1400277-21-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-(4-(allyloxy)-3-methoxyphenyl)-6-methyl-4H-chromen-4-one
• 英文别名: 6-methyl-2-(3-methoxy-4-allyloxyphenyl)-4H-chromen-4-one；2-(3-Methoxy-4-prop-2-enoxyphenyl)-6-methylchromen-4-one；2-(3-methoxy-4-prop-2-enoxyphenyl)-6-methylchromen-4-one
• CAS: 1400277-21-5
• 化学式: C₂₀H₁₈O₄
• 分子量: 322.361
• InChiKey: LEYJHPJFVPCHSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-羟基-5-甲基苯乙酮 在 碘 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 24.5h， 生成 2-(4-(allyloxy)-3-methoxyphenyl)-6-methyl-4H-chromen-4-one
  参考文献：
  名称：

  烯丙基保护法轻松合成羟化黄酮的新方法

  摘要：

  碘诱导的2'-羟基查尔酮的氧化环化为各种羟基黄酮和类似物提供了一种简单，高效的方法。该过程在温和的条件下进行，可耐受各种官能团，并以良好至极好的收率提供羟基黄酮。烯丙基保护的苯乙酮和苯甲醛在相似条件下被平滑脱醛。

  DOI：

  10.1002/jhet.1580

文献信息

• Efficient Deallylation of Allyl Phenyl Ethers by Molecular Iodine in PEG-400 and Their Utility for Flavone Synthesis
  作者：Vivek Humne、Pradeep Lokahnde

  DOI：10.1080/00397911.2013.837489

  日期：2014.4.3

  Rapid and efficient deallylation of allyl phenyl ethers by molecular iodine (20mol%) in polyethylene glycol-400 at 60 degrees C has been reported. This method has short reaction time, readily available catalyst, and reuse of reaction medium with good yield. The utility of this methodology has been extended to flavone synthesis. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
• Chate, Asha V.; Joshi, Ratnadeep S.; Mandhane, Priyanka G., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2012, vol. 51, # 11, p. 1642 - 1648
  作者：Chate, Asha V.、Joshi, Ratnadeep S.、Mandhane, Priyanka G.、Gill, Charansingh H.

  DOI：——

  日期：——
• A New Method for the Facile Synthesis of Hydroxylated Flavones by Using Allyl Protection
  作者：B. R. Nawghare、S. S. Sakate、P. D. Lokhande

  DOI：10.1002/jhet.1580

  日期：2014.3

  iodine‐induced oxidative cyclization of 2′‐hydroxychalcones provides a simple, highly efficient approach to various hydroxy flavones and analogues. This process is run under mild conditions, tolerates various functional groups, and provides hydroxy flavones in good to excellent yield. The allyl‐protected acetophenones and benzaldehydes were smoothly deallylated under similar conditions.

  碘诱导的2'-羟基查尔酮的氧化环化为各种羟基黄酮和类似物提供了一种简单，高效的方法。该过程在温和的条件下进行，可耐受各种官能团，并以良好至极好的收率提供羟基黄酮。烯丙基保护的苯乙酮和苯甲醛在相似条件下被平滑脱醛。