(4-(4-chlorophenyl)-6,6-dimethyl-5,6-dihydro-4H-1,2-oxazin-3-yl)methanol | 1168207-69-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-(4-chlorophenyl)-6,6-dimethyl-5,6-dihydro-4H-1,2-oxazin-3-yl)methanol
• CAS: 1168207-69-9
• 化学式: C₁₃H₁₆ClNO₂
• 分子量: 253.729
• InChiKey: ZGWRJKXBHNGIHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  41.82
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 (4-(4-chlorophenyl)-6,6-dimethyl-5,6-dihydro-4H-1,2-oxazin-3-yl)methanol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到4-(4-chlorophenyl)-6,6-dimethyl-3-((trimethylsilyloxy)methyl)-5,6-dihydro-4H-1,2-oxazine
  参考文献：
  名称：

  Rearrangement of 3-alkylidene-2-siloxy-tetrahydro-1,2-oxazines (ASENA). A new approach toward the synthesis of 3-α-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines

  摘要：

  A new approach toward the synthesis of 3-alpha-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines 1 from available 5,6-dihydro-4H-1,2-oxazine N-oxides 2 has been described. The key step of the process-the rearrangement of 3-alkiliden-2-siloxy-tetrahydro-1,2-oxazines 3 (ASENA)-was thoroughly investigated. Optimal experimental conditions were developed. A possible pathway of the ASENA rearrangement was proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.082
• 作为产物：
  描述：

  4-(4-chlorophenyl)-6,6-dimethyl-3-((trimethylsilyloxy)methyl)-5,6-dihydro-4H-1,2-oxazine 在 氟化铵 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以96%的产率得到(4-(4-chlorophenyl)-6,6-dimethyl-5,6-dihydro-4H-1,2-oxazin-3-yl)methanol
  参考文献：
  名称：

  Rearrangement of 3-alkylidene-2-siloxy-tetrahydro-1,2-oxazines (ASENA). A new approach toward the synthesis of 3-α-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines

  摘要：

  A new approach toward the synthesis of 3-alpha-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines 1 from available 5,6-dihydro-4H-1,2-oxazine N-oxides 2 has been described. The key step of the process-the rearrangement of 3-alkiliden-2-siloxy-tetrahydro-1,2-oxazines 3 (ASENA)-was thoroughly investigated. Optimal experimental conditions were developed. A possible pathway of the ASENA rearrangement was proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.082

文献信息

• Reaction of N,N-Dioxyenamines with Anhydrides of Carboxylic and Sulfonic Acids; A New Method for the Synthesis of α-Hydroxyoxime Derivatives
  作者：Alexey Lesiv、Andrey Tabolin、Sema Ioffe

  DOI：10.1055/s-0029-1216907

  日期：2009.9

  The reactions of N,N-dioxyenamines with carboxylic and sulfonic acid anhydrides were investigated. A new method for the synthesis of α-hydroxyoxime derivatives via the reaction of N,N-dioxyenamines with trifluoroacetic anhydride is described. 1,2-oxazine - trifluoroacetic anhydride - hydroxyoxime - enamine - rearrangement

  研究了N，N-二氧化烯胺与羧酸酐和磺酸酐的反应。描述了一种通过N，N-二氧化烯胺与三氟乙酸酐反应合成α-羟基肟衍生物的新方法。 1,2-恶嗪-三氟乙酸酐-羟基肟-烯胺-重排