8-allyl-2-methyl-4H-chromen-4-one | 365431-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 8-allyl-2-methyl-4H-chromen-4-one
• 英文别名: 2-methyl-8-allylchromone；2-Methyl-8-prop-2-enylchromen-4-one
• CAS: 365431-18-1
• 化学式: C₁₃H₁₂O₂
• 分子量: 200.237
• InChiKey: NFNRHIYGSYFICT-UHFFFAOYSA-N

物化性质

• 沸点：
  316.0±42.0 °C(predicted)
• 密度：
  1.115±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-allyl-2-methyl-4H-chromen-4-one 在 potassium permanganate 、 氧气 、 magnesium sulfate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 4.5h， 生成 (2-methylchromon-8-yl)acetic acid
  参考文献：
  名称：

  SYNTHESIS OF 2-METHYLCHROMONE-8-ACETIC ACIDS AND 2-METHYLCHROMONE-8-CARBOXYLIC ACIDS

  摘要：

  2-Hydroxy-3-allylacetophenones on Claisen condensation with EtOAc/Na gave intermediate diketone, followed by cyclization in AcOH/HCl gave 8-allyl/-1-propenylchromones. which on ozonolysis gave X-acetaldehydes or 8-carboxaldehydes. The above aldehydes on oxidation with KMnO4 furnished corresponding 8-acetic acids and 8-carboxylic acids.

  DOI：

  10.1081/scc-100104068
• 作为产物：
  描述：

  1-(3-烯丙基-2-羟基苯基)乙酮 在 盐酸 、 sodium 作用下， 以 溶剂黄146 为溶剂， 反应 4.5h， 生成 8-allyl-2-methyl-4H-chromen-4-one
  参考文献：
  名称：

  SYNTHESIS OF 2-METHYLCHROMONE-8-ACETIC ACIDS AND 2-METHYLCHROMONE-8-CARBOXYLIC ACIDS

  摘要：

  2-Hydroxy-3-allylacetophenones on Claisen condensation with EtOAc/Na gave intermediate diketone, followed by cyclization in AcOH/HCl gave 8-allyl/-1-propenylchromones. which on ozonolysis gave X-acetaldehydes or 8-carboxaldehydes. The above aldehydes on oxidation with KMnO4 furnished corresponding 8-acetic acids and 8-carboxylic acids.

  DOI：

  10.1081/scc-100104068

文献信息

• 3-Cyano-5-thiazaheteroaryl-dihydropyridine and the use thereof for the treatment of cardiovascular diseases
  申请人：Barfacker Lars

  公开号：US20100240620A1

  公开（公告）日：2010-09-23

  The present application relates to novel aryl-substituted 3-cyano-5-thiazolyl- and 3-cyano-5-thiadiazolyl-1,4-dihydropyridines, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.

  本申请涉及新颖的芳基取代的3-氰基-5-噻唑基和3-氰基-5-噻二唑基-1,4-二氢吡啶，其制备方法，它们用于治疗和/或预防疾病的用途，以及它们用于制造用于治疗和/或预防疾病的药物，特别是心血管疾病。
• Tandem Claisen Rearrangement/6-<i>endo</i>Cyclization Approach to Allylated and Pren­ylated Chromones
  作者：Bernd Schmidt、Martin Riemer、Uwe Schilde

  DOI：10.1002/ejoc.201501151

  日期：2015.12

  o-acylphenols reacted upon microwave irradiation to form C-allylated or -prenylated chromone derivatives, depending on the substitution pattern of the arene and the allyl substituent. The reaction proceeds through a tandem Claisen rearrangement and 6-endo-trig or 6-endo-dig cyclization sequence. For prenyl ethers, the tandem sequence can be extended by a Cope rearrangement to furnish 6-prenylchromones.

  源自邻酰基苯酚的烯丙基、二甲基烯丙基和异戊二烯醚在微波辐射下反应形成 C-烯丙基化或异戊二烯化色酮衍生物，具体取决于芳烃和烯丙基取代基的取代模式。该反应通过串联克莱森重排和 6-endo-trig 或 6-endo-dig 环化序列进行。对于异戊二烯醚，串联序列可以通过 Cope 重排扩展以提供 6-异戊二烯色酮。该方法可用于合成天然产物和药物。
• US8404723B2
  申请人：——

  公开号：US8404723B2

  公开（公告）日：2013-03-26
• SYNTHESIS OF 2-METHYLCHROMONE-8-ACETIC ACIDS AND 2-METHYLCHROMONE-8-CARBOXYLIC ACIDS
  作者：S. G. Jagadeesh、G. L. David Krupadanam、G. Srimannarayana

  DOI：10.1081/scc-100104068

  日期：2001.1

  2-Hydroxy-3-allylacetophenones on Claisen condensation with EtOAc/Na gave intermediate diketone, followed by cyclization in AcOH/HCl gave 8-allyl/-1-propenylchromones. which on ozonolysis gave X-acetaldehydes or 8-carboxaldehydes. The above aldehydes on oxidation with KMnO4 furnished corresponding 8-acetic acids and 8-carboxylic acids.