4-(3-hydroxy-4-methoxybenzyl)-4,5-dihydro-2(3H)-furanone | 140161-07-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(3-hydroxy-4-methoxybenzyl)-4,5-dihydro-2(3H)-furanone
• 英文别名: 4-[(3-Hydroxy-4-methoxyphenyl)methyl]oxolan-2-one；4-[(3-hydroxy-4-methoxyphenyl)methyl]oxolan-2-one
• CAS: 140161-07-5
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: CCMUFWDZTDOQHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-hydroxy-4-methoxybenzyl)-4,5-dihydro-2(3H)-furanone 在 palladium on activated charcoal 、 sodium iodide 六甲基磷酰三胺 、 正丁基锂 、 氢气 、 三溴化硼 、 potassium carbonate 、 六甲基二硅氮烷 作用下， 以 二氯甲烷 、 溶剂黄146 、 乙酸乙酯 、 丙酮 为溶剂， -78.0~25.0 ℃ 、344.73 kPa 条件下， 反应 15.33h， 生成 3,4-二[(3-羟基苯基)甲基]四氢呋喃-2-酮
  参考文献：
  名称：

  Ruthenium dioxide in fluoro acid medium: II. Application to the formation of steganes skeleton by oxidative phenolic coupling.

  摘要：

  Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the oxidative coupling of the phenolic lignans (+/-)-presteganes A and B. Different attempts to oxidise the diphenolic dibenzylbutanolide (+/-)-HPMF were also carried out, but were unsuccessful. Likely explanation for these failures are given.

  DOI：

  10.1016/s0040-4020(01)88186-2
• 作为产物：
  描述：

  E-2-(3-Benzyloxy-4-methoxybenzylidene)butanedioic acid 1-methyl ester 在 palladium on activated charcoal 氢氧化钾 、 sodium tetrahydroborate 、 氢气 、 calcium chloride 作用下， 以 溶剂黄146 、 乙酸乙酯 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 3.0h， 生成 4-(3-hydroxy-4-methoxybenzyl)-4,5-dihydro-2(3H)-furanone
  参考文献：
  名称：

  Ruthenium dioxide in fluoro acid medium: II. Application to the formation of steganes skeleton by oxidative phenolic coupling.

  摘要：

  Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the oxidative coupling of the phenolic lignans (+/-)-presteganes A and B. Different attempts to oxidise the diphenolic dibenzylbutanolide (+/-)-HPMF were also carried out, but were unsuccessful. Likely explanation for these failures are given.

  DOI：

  10.1016/s0040-4020(01)88186-2

文献信息

• Ruthenium dioxide in fluoro acid medium: II. Application to the formation of steganes skeleton by oxidative phenolic coupling.
  作者：Jean-Pierre Robin、Yannick Landais

  DOI：10.1016/s0040-4020(01)88186-2

  日期：——

  Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the oxidative coupling of the phenolic lignans (+/-)-presteganes A and B. Different attempts to oxidise the diphenolic dibenzylbutanolide (+/-)-HPMF were also carried out, but were unsuccessful. Likely explanation for these failures are given.