5-methoxy-2-methyl-benzofuran-3-one | 60770-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 5-methoxy-2-methyl-benzofuran-3-one
• 英文别名: 5-Methoxy-2-methyl-2H-benzofuran-3-on；5-methoxy-2-methylbenzofuran-3(2H)-one；5-methoxy-2-methyl-1-benzofuran-3-one
• CAS: 60770-46-9
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: DRELQAUAWVSPDC-UHFFFAOYSA-N

物化性质

• 熔点：
  36 °C(Solv: methanol (67-56-1))
• 沸点：
  139 °C(Press: 15 Torr)
• 密度：
  1.187±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxy-2-methyl-benzofuran-3-one 、 硼氢化钠 生成 3-Hydroxy-5-methoxy-2-methyl-2,3-dihydrobenzofuran
  参考文献：
  名称：

  CAGNIANT P.; KIRSCH G., C. R. ACAD. SCI , 1976, C 282, NO 21, 993-996

  摘要：

  DOI：
• 作为产物：
  描述：

  5-methoxy-2-(1-methoxycarbonyl-ethoxy)-benzoic acid methyl ester 在 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以46%的产率得到5-methoxy-2-methyl-benzofuran-3-one
  参考文献：
  名称：

  Hammet Constants Effects in Microwave Cascade Etherification-Cyclization-Krapcho Reaction to Access [2,3]-Dihydrobenzofuran-3-ones from Salicylic Derivatives

  摘要：

  Two methods were evaluated for the synthesis of substituted [2,3]-dihydro-2-methyl-benzofuran-3-ones from corresponding salicylate esters under microwave irradiation. A two-step sequence via ether intermediates was convenient for various substituted salicylate derivatives, while the second strategy involving a one-pot procedure was efficient for electron-donating substituted salicylates. Results allowed correlation of the Hammett constants effects in the intramolecular cyclization of O-ethoxycarbonyl ether of salicylic esters.

  DOI：

  10.1080/00397911.2010.533806

文献信息

• EFFECT OF STRUCTURE ON PHOTOALCOHOLYSIS OF AROMATIC α-HALOKETONES
  作者：Yasuji Izawa、Yasushi Watoh、Hideo Tomioka

  DOI：10.1246/cl.1984.33

  日期：1984.1.5

  Desyl halide, α-bromophenylacetate, and 2,5-dimethoxy-α-bromoacetophenones undergo smooth photomethanolysis, whereas simple α-bromoacetophenone undergoes photoreduction to give acetophenone.

  Desyl卤化物、α-溴苯乙酸酯和2,5-二甲氧基-α-溴苯乙酮进行平稳的光甲醇分解，而简单的α-溴苯乙酮进行光还原得到苯乙酮。
• IZAWA, YASUJI;WATOH, YASUSHI;TOMIOKA, HIDEO, CHEM. LETT., 1984, N 1, 33-36
  作者：IZAWA, YASUJI、WATOH, YASUSHI、TOMIOKA, HIDEO

  DOI：——

  日期：——
• Hammet Constants Effects in Microwave Cascade Etherification-Cyclization-Krapcho Reaction to Access [2,3]-Dihydrobenzofuran-3-ones from Salicylic Derivatives
  作者：Daniel Farran、Philippe Bertrand

  DOI：10.1080/00397911.2010.533806

  日期：2012.4.1

  Two methods were evaluated for the synthesis of substituted [2,3]-dihydro-2-methyl-benzofuran-3-ones from corresponding salicylate esters under microwave irradiation. A two-step sequence via ether intermediates was convenient for various substituted salicylate derivatives, while the second strategy involving a one-pot procedure was efficient for electron-donating substituted salicylates. Results allowed correlation of the Hammett constants effects in the intramolecular cyclization of O-ethoxycarbonyl ether of salicylic esters.
• CAGNIANT P.; KIRSCH G., C. R. ACAD. SCI <CHDC-AQ>, 1976, C 282, NO 21, 993-996
  作者：CAGNIANT P.、 KIRSCH G.

  DOI：——

  日期：——