8-isopropoxynaphthalene-1,7-diol | 1173286-18-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-isopropoxynaphthalene-1,7-diol
• 英文别名: 8-Propan-2-yloxynaphthalene-1,7-diol；8-propan-2-yloxynaphthalene-1,7-diol
• CAS: 1173286-18-4
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: YDBUQIXYNNYDIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (+/-)-8-hydroxy-1-isopropoxy-2-oxo-1,2-dihydronaphthalene-1-carbonitrile 在 溶剂黄146 作用下， 以 异丙醇 为溶剂， 反应 0.07h， 以64%的产率得到8-isopropoxynaphthalene-1,7-diol
  参考文献：
  名称：

  Novel Thermal and Microwave-Assisted Facile Route to Naphthalen-2(1H)-ones via an Oxidative Alkoxylation-Ring-Opening Protocol

  摘要：

  Several novel 1,1-disubstituted-8-hydroxynaphthalen-2(1H)-ones have been efficiently synthesized via a two-step sequence from 2-hydroxy-1-naphthaldehyde oxime. The methodology involves oxidative ring closure and alkoxylation to 3a-alkoxynaphtho[1,8-de][1,2]oxazin-4(3aH)-ones, followed by thermal ring-opening. Both thermal and microwave irradiation conditions were used. A novel one-pot reaction of oxime to 8-isopropoxynaphthalene-1,7-diol using microwave irradiation is also reported.

  DOI：

  10.1021/ol9008574

文献信息

• Novel Thermal and Microwave-Assisted Facile Route to Naphthalen-2(1<i>H</i>)-ones via an Oxidative Alkoxylation-Ring-Opening Protocol
  作者：Chrysanthi Dolka、Kristof Van Hecke、Luc Van Meervelt、Petros G. Tsoungas、Erik V. Van der Eycken、George Varvounis

  DOI：10.1021/ol9008574

  日期：2009.7.16

  Several novel 1,1-disubstituted-8-hydroxynaphthalen-2(1H)-ones have been efficiently synthesized via a two-step sequence from 2-hydroxy-1-naphthaldehyde oxime. The methodology involves oxidative ring closure and alkoxylation to 3a-alkoxynaphtho[1,8-de][1,2]oxazin-4(3aH)-ones, followed by thermal ring-opening. Both thermal and microwave irradiation conditions were used. A novel one-pot reaction of oxime to 8-isopropoxynaphthalene-1,7-diol using microwave irradiation is also reported.