1-(2-hydroxy-1,2-dihydronaphtho<2,1-b>furan-1-yl)-2-naphthol | 133523-54-3

• 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: 1-(2-hydroxy-1,2-dihydronaphtho<2,1-b>furan-1-yl)-2-naphthol
• 英文别名: 1-(2-hydroxy-1-naphthyl)naphtho<2,1-b>furan-2-ol；1-(2-Hydroxynaphthalen-1-yl)-1,2-dihydrobenzo[e][1]benzofuran-2-ol
• CAS: 133523-54-3
• 化学式: C₂₂H₁₆O₃
• 分子量: 328.367
• InChiKey: BWSROIHRAJVSQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  152 °C(Solv: ethanol (64-17-5))
• 沸点：
  517.0±50.0 °C(Predicted)
• 密度：
  1.383±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxy-1,2-dihydronaphtho<2,1-b>furan-1-yl)-2-naphthol 在 盐酸 作用下， 反应 1.0h， 以43%的产率得到7a,14c-dihydronaphtho<2,1-b>naphtho<2',1':5,6>furo<3,2-d>furan
  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
• 作为产物：
  描述：

  1,2-dihydronaphtho<2,1-b>furan-1,2-diol 、 2-萘酚 以35%的产率得到
  参考文献：
  名称：

  Fan Xiaobo, Yamaye Makoto, Kosugi Yoshio, Okazaki Hiroshi, Mizobe Hoyou, +, J. Chem. Soc. Perkin Trans. 2, (1994) N 9, S 2001-2005

  摘要：

  DOI：

文献信息

• Fan, Xiaobo; Yamaye, Makoto; Kosugi, Yoshio, Journal of the Chemical Society. Perkin transactions II, 1994, # 9, p. 2001 - 2006
  作者：Fan, Xiaobo、Yamaye, Makoto、Kosugi, Yoshio、Okazaki, Hiroshi、Mizobe, Hoyou、et al.

  DOI：——

  日期：——
• 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：——
• Fan Xiaobo, Yamaye Makoto, Kosugi Yoshio, Okazaki Hiroshi, Mizobe Hoyou, +, J. Chem. Soc. Perkin Trans. 2, (1994) N 9, S 2001-2005
  作者：Fan Xiaobo, Yamaye Makoto, Kosugi Yoshio, Okazaki Hiroshi, 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.