反应 #2320147

ord-0be92175c61c40bd869f9932747f0eed

反应方程式

[N-]=[N+]=Nc1cccc(Cl)c1Cl
1-Azido-2,3-dichlorobenzene
C#CCc1ccccc1
3-phenyl-1-propyne
Clc1cccc(-n2nncc2Cc2ccccc2)c1Cl
title compound
Clc1cccc(-n2nncc2Cc2ccccc2)c1Cl
5-benzyl-1-(2,3-dichlorophenyl)-1H-1,2,3-triazole

溶剂

反应条件

温度
100°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度to cool to room temperature
  2. 2
    浓缩concentrated under reduced pressure
  3. 3
    其他to give
  4. 4
    workup.ADDITIONa mixture of regioisomers
  5. 5
    其他The residue was purified by flash chromatography
  6. 6
    洗涤eluting with hexanes:ethyl acetate (3:1)

实验过程

1-Azido-2,3-dichlorobenzene (200 mg, 1.06 mmol) (Cambie J. Organomet. Chem. 1996, 507, 1) and 3-phenyl-1-propyne (150 μL, 1.1 equiv) were combined in toluene (0.2 mL) and heated at 100° C. for 18 hours, allowed to cool to room temperature, and then concentrated under reduced pressure to give a mixture of regioisomers. The residue was purified by flash chromatography eluting with hexanes:ethyl acetate (3:1) to provide the title compound. MS (DCI/NH3) m/z 304 (M+H)+; 1H NMR (CDCl3) δ 3.87 (br s, 2H), 6.98 (m, 2H), 7.13 (dd, 1H), 7.22 (m, 3H), 7.29 (t, 1H), 7.56 (s, 1H), 7.64 (dd, 1H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07709469B2uspto-grants-2010_05