diacetate of 1,2-dihydronaphtho<2,1-b>furan-1,2-diol | 133523-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: diacetate of 1,2-dihydronaphtho<2,1-b>furan-1,2-diol
• 英文别名: (2-acetyloxy-1,2-dihydrobenzo[e][1]benzofuran-1-yl) acetate
• CAS: 133523-55-4
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: LNQLYCXBSKSXRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-萘酚 在 吡啶 、 氢氧化钾 作用下， 以 水 为溶剂， 反应 5.0h， 生成 diacetate of 1,2-dihydronaphtho<2,1-b>furan-1,2-diol
  参考文献：
  名称：

  Base-catalyzed alkylation of 2-naphthol with glyoxal

  摘要：

  Alkylation of potassium 2-naphthyl oxide with glyoxal in aqueous media formed 1,2-dihydronaphtho[2,1-b]furan-1,2-diol (1). Without isolation of 1, acidification of this reaction mixture with aqueous HCl led to three products, i.e., the lactone of (2-hydroxy-1-naphthyl)acetic acid (2), the hemiacetal of bis(2-hydroxy-1-naphthyl)acetaldehyde (3), and the corresponding acetal (4). Mutual interconversions of 1 and these three products revealed the reaction pathway and the mechanisms of formation of the lactone and the acetal.

  DOI：

  10.1021/jo00010a029

文献信息

• KITO, TAKETOSHI;YOSHINAGA, KOHJI;YAMAYE, MAKOTO;MIZOBE, HOYOU, J. ORG. CHEM., 56,(1991) N0, C. 3336-3339
  作者：KITO, TAKETOSHI、YOSHINAGA, KOHJI、YAMAYE, MAKOTO、MIZOBE, HOYOU

  DOI：——

  日期：——
• Base-catalyzed alkylation of 2-naphthol with glyoxal
  作者：Taketoshi Kito、Kohji Yoshinaga、Makoto Yamaye、Hoyou Mizobe

  DOI：10.1021/jo00010a029

  日期：1991.5

  Alkylation of potassium 2-naphthyl oxide with glyoxal in aqueous media formed 1,2-dihydronaphtho[2,1-b]furan-1,2-diol (1). Without isolation of 1, acidification of this reaction mixture with aqueous HCl led to three products, i.e., the lactone of (2-hydroxy-1-naphthyl)acetic acid (2), the hemiacetal of bis(2-hydroxy-1-naphthyl)acetaldehyde (3), and the corresponding acetal (4). Mutual interconversions of 1 and these three products revealed the reaction pathway and the mechanisms of formation of the lactone and the acetal.