3,4-dihydro-5,7-dimethoxy-2H-1-benzopyran-2-one | 82243-01-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 3,4-二氢香豆素
• 英文名称: 3,4-dihydro-5,7-dimethoxy-2H-1-benzopyran-2-one
• 英文别名: 5,7-dimethoxychroman-2-one；5,7-Dimethoxy-chroman-2-on；5,7-Dimethoxy-3,4-dihydrochromen-2-one
• CAS: 82243-01-4
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: VIDGPANVRKABBC-UHFFFAOYSA-N

物化性质

• 沸点：
  358.3±42.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-5,7-dimethoxy-2H-1-benzopyran-2-one 在 双氧水 、 sodium dodecyl-sulfate 、 四丁基碘化铵 、 苯基锂 作用下， 以 四氢呋喃 、 乙醚 、 水 、 甲苯 为溶剂， 反应 5.0h， 生成 (4,6-dimethoxy-2,3-dihydrobenzofuran-2-yl)(phenylmethanone)
  参考文献：
  名称：

  Enantioselective Cycloetherification in a Micellar Catalysis System

  摘要：

  The enantioselective cycloetherification of substituted keto phenols into their corresponding dihydrobenzofuran derivatives was carried out using hydrogen peroxide and chiral quaternary ammonium iodide in micellar media. This approach increased the conversion rate of cycloetherification and also widened the scope of this particular reaction for various substituted keto phenols with electron withdrawing as well as electron donating functionalities. The use of a surfactant in the cycloetherification reaction increased the yield of the corresponding enantioselective dihydrobenzofuran four times. The conversion rate of keto phenols into their corresponding dihydrobcnzofuran derivatives was proportional to the concentration of the surfactant used in the reaction.

  DOI：

  10.1016/s1872-2067(10)60169-6
• 作为产物：
  描述：

  5,7-二甲氧基香豆素 在 palladium on activated charcoal 、 乙醇 、 sodium ethanolate 作用下， 生成 3,4-dihydro-5,7-dimethoxy-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Gruber, Monatshefte fur Chemie, 1944, vol. 75, p. 14,22

  摘要：

  DOI：

文献信息

• Direct Functionalization of Arenes by Primary Alcohol Sulfonate Esters Catalyzed by Gold(III)
  作者：Zhangjie Shi、Chuan He

  DOI：10.1021/ja046890q

  日期：2004.10.1

  Alkylation of arenes by primary alcohol triflate or methanesulfonate esters can be efficiently catalyzed by AuCl3 with silver triflate.
• Nakazawa; Matsuura, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1955, vol. 75, p. 68,71
  作者：Nakazawa、Matsuura

  DOI：——

  日期：——
• Gruber, Monatshefte fur Chemie, 1944, vol. 75, p. 14,22
  作者：Gruber

  DOI：——

  日期：——
• Enantioselective Cycloetherification in a Micellar Catalysis System
  作者：Bhupesh S. SAMANT、Sunil S. BHAGWAT

  DOI：10.1016/s1872-2067(10)60169-6

  日期：2011.1

  The enantioselective cycloetherification of substituted keto phenols into their corresponding dihydrobenzofuran derivatives was carried out using hydrogen peroxide and chiral quaternary ammonium iodide in micellar media. This approach increased the conversion rate of cycloetherification and also widened the scope of this particular reaction for various substituted keto phenols with electron withdrawing as well as electron donating functionalities. The use of a surfactant in the cycloetherification reaction increased the yield of the corresponding enantioselective dihydrobenzofuran four times. The conversion rate of keto phenols into their corresponding dihydrobcnzofuran derivatives was proportional to the concentration of the surfactant used in the reaction.