2-bromomethyl-7-methoxy-5-methoxycarbonylbenzo[b]furan | 200286-03-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-bromomethyl-7-methoxy-5-methoxycarbonylbenzo[b]furan
• 英文别名: Methyl 2-(bromomethyl)-7-methoxy-1-benzofuran-5-carboxylate
• CAS: 200286-03-9
• 化学式: C₁₂H₁₁BrO₄
• 分子量: 299.121
• InChiKey: NEHABHRBBVSYGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromomethyl-7-methoxy-5-methoxycarbonylbenzo[b]furan 在 四氧化锇 、 sodium hydrogensulfite 作用下， 生成 methyl 3-formyl-4-hydroxy-5-methoxybenzoate
  参考文献：
  名称：

  Ring-Expansion of 2-Methylbenzo[b]furan to 3-Hydroxychromen-4-one: A Potential Approach to a Flavonol Skeleton

  摘要：

  A 2-methylbenzo[b]furan, prepared by the CsF-mediated Claisen rearrangement of a phenyl propargyl ether, could be smoothly transformed into a 3-hydroxychromen-4-one, a potential flavonol skeleton, by three successive treatment with NBS, OsO4, and Na2SO3.

  DOI：

  10.3987/com-97-7947
• 作为产物：
  描述：

  7-methoxy-5-methoxycarbonyl-2-methylbenzo[b]furan 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 苯 为溶剂， 反应 0.75h， 以76%的产率得到2-bromomethyl-7-methoxy-5-methoxycarbonylbenzo[b]furan
  参考文献：
  名称：

  Ring-Expansion of 2-Methylbenzo[b]furan to 3-Hydroxychromen-4-one: A Potential Approach to a Flavonol Skeleton

  摘要：

  A 2-methylbenzo[b]furan, prepared by the CsF-mediated Claisen rearrangement of a phenyl propargyl ether, could be smoothly transformed into a 3-hydroxychromen-4-one, a potential flavonol skeleton, by three successive treatment with NBS, OsO4, and Na2SO3.

  DOI：

  10.3987/com-97-7947

文献信息

• Ring-Expansion of 2-Methylbenzo[b]furan to 3-Hydroxychromen-4-one: A Potential Approach to a Flavonol Skeleton
  作者：Tsutomu Ishikawa、Chizue Miwa

  DOI：10.3987/com-97-7947

  日期：——

  A 2-methylbenzo[b]furan, prepared by the CsF-mediated Claisen rearrangement of a phenyl propargyl ether, could be smoothly transformed into a 3-hydroxychromen-4-one, a potential flavonol skeleton, by three successive treatment with NBS, OsO4, and Na2SO3.