9-methoxy-2,5-dihydrobenzo[b]oxepin-6-ol | 1378809-25-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 9-methoxy-2,5-dihydrobenzo[b]oxepin-6-ol
• 英文别名: 9-Methoxy-2,5-dihydro-1-benzoxepin-6-ol
• CAS: 1378809-25-6
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: UZSBQZYTBQMUTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-methoxy-2,5-dihydrobenzo[b]oxepin-6-ol 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 20.0h， 以92%的产率得到9-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepin-6-ol
  参考文献：
  名称：

  Synthesis of benzodioxepanes

  摘要：

  Four benzodioxepanes 1a-1d were prepared from reaction of 4-methoxy-3-hydroxybenzaldehyde 4 via a series of reasonable transformations, including the regioselective PhBCl2-mediated double allylation of 4, one-pot combination of ring-closing metathesis of skeleton 3 and Baeyer-Villiger reaction, O-allylation of skeleton 2, Claisen rearrangement of skeleton 5, and one-pot combination of ring-closing metathesis and hydrogenation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.063
• 作为产物：
  描述：

  2-allyl-3-allyloxy-4-methoxy-benzaldehyde 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 生成 9-methoxy-2,5-dihydrobenzo[b]oxepin-6-ol
  参考文献：
  名称：

  Synthesis of benzodioxepanes

  摘要：

  Four benzodioxepanes 1a-1d were prepared from reaction of 4-methoxy-3-hydroxybenzaldehyde 4 via a series of reasonable transformations, including the regioselective PhBCl2-mediated double allylation of 4, one-pot combination of ring-closing metathesis of skeleton 3 and Baeyer-Villiger reaction, O-allylation of skeleton 2, Claisen rearrangement of skeleton 5, and one-pot combination of ring-closing metathesis and hydrogenation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.063

文献信息

• Synthesis of 1-Indanonyl Oxepanes
  作者：Meng-Yang Chang、Nien-Chia Lee

  DOI：10.1055/s-0031-1290304

  日期：2012.4

  A variety of 1-indanonyl oxepanes with the novel structure of indanonyl oxepanes was prepared from reaction of hydroxy-benzaldehydes via a series of reasonable transformations, including the regioselective PhBCl2-mediated allylation (or Claisen rearrangement), one-pot reaction of ring-closing metathesis and the Wittig olefination, hydrogenation, and the Friedel-Crafts intramolecular cyclization.