7-Methoxychromanonoxim | 28403-18-1

• 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: 7-Methoxychromanonoxim
• 英文别名: 7-methoxy-chroman-4-one oxime；7-Methoxy-chroman-4-on-oxim；N-(7-methoxy-2,3-dihydrochromen-4-ylidene)hydroxylamine
• CAS: 28403-18-1
• 化学式: C₁₀H₁₁NO₃
• 分子量: 193.202
• InChiKey: BFQORCYKNCSOOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  51
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-Methoxychromanonoxim 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 24.0h， 生成 8-methoxy-2,3,4,5-tetrahydro-benzo[b][1,4]oxazepine
  参考文献：
  名称：

  The Rearrangement of Chromanone Oximes with Lithium Aluminum Hydride

  摘要：

  The lithium aluminum hydride reduction of 7-methoxychromanone oxime (I) and 7-methoxy-3-methylchromamone oxime (II) gave only the rearrangement product (the 2,3,4,5-tetrahydro-1,5-benzoxazepine derivative). 7-Methoxy-2-methylchromanone oxime (III) and 7-methoxy-2-isopropylchromanone oxime (IV) gave a mixture of the rearrangement product (secondary amine) and the normal reduction product (primary amine). 7-Methoxy-2-t-butylchromanone oxime (V) gave only the normal reduction product. The main conclusions to be drawn from these results are as follows: (1) The chromanone oximes without a C2 substituent give only the rearrangement product. (2) The chromanone oximes with a C2 substituent give a mixture of the normal reduction product and the rearrangement product. (3) The more bulky substituent at C2 gives the more normal reduction product and the smaller quantity of the rearrangement product.

  DOI：

  10.1246/bcsj.43.1824