8-tert-butyl-3-(4-methoxyphenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 8-tert-butyl-3-(4-methoxyphenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine
• 英文别名: 8-Tert-butyl-3-(4-methoxyphenyl)-2,4-dihydro-1,3-benzoxazine；8-tert-butyl-3-(4-methoxyphenyl)-2,4-dihydro-1,3-benzoxazine
• 化学式: C₁₉H₂₃NO₂
• 分子量: 297.397
• InChiKey: PNXRYWYEOOPWTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-叔丁基苯酚 在 sodium tetrahydroborate 、 三乙胺 、 magnesium chloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 生成 8-tert-butyl-3-(4-methoxyphenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine
  参考文献：
  名称：

  Synthesis of substituted salicylamines and dihydro-2H-1,3-benzoxazines

  摘要：

  Phenols were converted to their magnesium salts with the MgCl2-Et3N base system and subsequently reacted with Eschenmoser's salt, affording N,N-dimethyl substituted benzylamines in high to excellent yields. A series of mono N-substituted benzylamines were prepared in one-pot syntheses by ortho-formylation of phenols to corresponding salicylaldehydes, which in turn reacted with amines to imines. The imines were subsequently reduced to mono N-substituted benzylamines. Some of these benzylamines were further converted, without work-up, to mono N-substituted dihydro-2H-1,3-benzoxazines. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.064

文献信息

• Synthesis of substituted salicylamines and dihydro-2H-1,3-benzoxazines
  作者：Hany F. Anwar、Lars Skattebøl、Trond Vidar Hansen

  DOI：10.1016/j.tet.2007.07.064

  日期：2007.10

  Phenols were converted to their magnesium salts with the MgCl2-Et3N base system and subsequently reacted with Eschenmoser's salt, affording N,N-dimethyl substituted benzylamines in high to excellent yields. A series of mono N-substituted benzylamines were prepared in one-pot syntheses by ortho-formylation of phenols to corresponding salicylaldehydes, which in turn reacted with amines to imines. The imines were subsequently reduced to mono N-substituted benzylamines. Some of these benzylamines were further converted, without work-up, to mono N-substituted dihydro-2H-1,3-benzoxazines. (c) 2007 Elsevier Ltd. All rights reserved.