反应 #2320147
ord-0be92175c61c40bd869f9932747f0eed
反应方程式
1-Azido-2,3-dichlorobenzene
3-phenyl-1-propyne
→
title compound
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温度to cool to room temperature
- 2浓缩concentrated under reduced pressure
- 3其他to give
- 4workup.ADDITIONa mixture of regioisomers
- 5其他The residue was purified by flash chromatography
- 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).