benzotriazolylmethyl tert-butyl ether | 123622-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: benzotriazolylmethyl tert-butyl ether
• 英文别名: 1-tert-butoxymethyl-1H-benzotriazole；1-(tert-butoxymethyl)-1H-1,2,3-benzotriazole；1-[(2-methylpropan-2-yl)oxymethyl]benzotriazole
• CAS: 123622-03-7
• 化学式: C₁₁H₁₅N₃O
• 分子量: 205.26
• InChiKey: VVXDTSFYCZTDOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzotriazolylmethyl tert-butyl ether 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 1-(tert-butoxy-trimethylsilyl-methyl)-4-trimethylsilyl-1H-benzotriazole
  参考文献：
  名称：

  A general synthesis of 1-(1-alkenyl)benzotriazoles

  摘要：

  1-Methyl, 1-(alkoxymethyl) and 1-(trimethylsilylmethyl)benzotriazoles are metallated at the alpha-carbon. Trapping of the resulting metallated species with chlorotrimethylsilane gives compounds which undergo Peterson olefination even with hindered ketones. In some cases, metallation at the 4-position of the benzotriazole is observed. An exhaustive metallation/silylation sequence gives 4-trimethylsilyl substituted 1-benzotriazoles in good yields. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00690-0
• 作为产物：
  描述：

  T406石油添加剂 在 氯化亚砜 作用下， 以 甲苯 、 正丁醇 为溶剂， 反应 6.75h， 生成 benzotriazolylmethyl tert-butyl ether
  参考文献：
  名称：

  Reactions of 1-(.alpha.-alkoxyalkyl)- and 1-(.alpha.-(aryloxy)alkyl)benzotriazoles with the Grignard reagents. A new and versatile method for the preparation of ethers

  摘要：

  DOI：

  10.1021/jo00287a011

文献信息

• A New Method of Synthesis for Propargylic Amines and Ethers via Benzotriazole Derivatives Using Sodium Dialkynyldiethylaluminates
  作者：Jin Hee Ahn、Meyoung Ju Joung、Nung Min Yoon、Daniela C. Oniciu、Alan R. Katritzky

  DOI：10.1021/jo9814750

  日期：1999.1.1

  1-(alpha-Aminoalkyl)benzotriazoles react with sodium dialkynyldiethylaluminates to give propargylic amines in excellent yields, including unsubstituted N,N-dialkyl propargylamines, which are difficult to obtain from Lithium acetylide. The reaction of alpha-benzotriazolyl alkyl ethers and sodium dialkynyldiethylaluminate in the presence of zinc iodide also gives propargylic ethers in excellent yields. Unsubstituted propargyl ethers are prepared via the desilylation of trimethylsilylpropargyl ethers.

表征谱图