3-bromo-5-butylisoxazole | 700348-95-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 3-bromo-5-butylisoxazole
• 英文别名: 3-Bromo-5-butyl-1,2-oxazole
• CAS: 700348-95-4
• 化学式: C₇H₁₀BrNO
• 分子量: 204.066
• InChiKey: RXTJVTXZCYWODZ-UHFFFAOYSA-N

物化性质

• 沸点：
  252.8±20.0 °C(Predicted)
• 密度：
  1.383±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-苄基哌啶 、 3-bromo-5-butylisoxazole 在 PS-BEMP 作用下， 以 乙腈 为溶剂， 200.0 ℃ 、900.01 kPa 条件下， 反应 0.25h， 以59%的产率得到3-(4-Benzylpiperidin-1-yl)-5-butyl-1,2-oxazole
  参考文献：
  名称：

  Microwave promoted amination of 3-bromoisoxazoles

  摘要：

  This Letter describes the amination of 3-bromoisoxazoles by a nucleophilic aromatic substitution reaction. We have found 3-bromoisoxazoles to be inert to substitution under thermal conditions, however, the employment of phosphazene bases under microwave irradiation facilitates the amination process and allows the corresponding 3-aminoisoxazoles to be isolated in moderate yield. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.135
• 作为产物：
  描述：

  1,1-二溴甲醛肟 、 1-copper(I)-hex-1-yne 以 1,2-二氯乙烷 为溶剂， 反应 0.5h， 以83%的产率得到3-bromo-5-butylisoxazole
  参考文献：
  名称：

  Tandem Synthesis of 3-Halo-5-Substituted Isoxazoles from 1-Copper(I) Alkynes and Dihaloformaldoximes

  摘要：

  A tandem synthesis of 3-halo-5-substituted isoxazoles has been developed from 1-copper(I) alkynes and dihaloformaldoximes under base-free conditions. Thus, 1,3-dipolar cycloaddition and all its drawbacks can now be avoided completely.

  DOI：

  10.1021/ol503008t

文献信息

• Tandem Synthesis of 3-Halo-5-Substituted Isoxazoles from 1-Copper(I) Alkynes and Dihaloformaldoximes
  作者：Wenwen Chen、Bo Wang、Nan Liu、Dayun Huang、Xinyan Wang、Yuefei Hu

  DOI：10.1021/ol503008t

  日期：2014.12.5

  A tandem synthesis of 3-halo-5-substituted isoxazoles has been developed from 1-copper(I) alkynes and dihaloformaldoximes under base-free conditions. Thus, 1,3-dipolar cycloaddition and all its drawbacks can now be avoided completely.
• Microwave promoted amination of 3-bromoisoxazoles
  作者：Jane E. Moore、Daniel Spinks、Joseph P.A. Harrity

  DOI：10.1016/j.tetlet.2004.02.135

  日期：2004.4

  This Letter describes the amination of 3-bromoisoxazoles by a nucleophilic aromatic substitution reaction. We have found 3-bromoisoxazoles to be inert to substitution under thermal conditions, however, the employment of phosphazene bases under microwave irradiation facilitates the amination process and allows the corresponding 3-aminoisoxazoles to be isolated in moderate yield. (C) 2004 Elsevier Ltd. All rights reserved.