Optimization of reaction conditions for synthesis of 1-phenyl-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethan-1-onea.
Entry | Solvent | Catalyst (mol%) | Temp. (°C) | Time (min) | Yieldb (%) |
---|---|---|---|---|---|
1 | Water | 0.2 | 80 | 30 | 98 |
2 | EtOH | 0.2 | Reflux | 30 | 80 |
3 | MeOH | 0.2 | Reflux | 30 | 75 |
4 | CH3CN | 0.2 | Reflux | 90 | 65 |
5 | DMF | 0.2 | 80 | 90 | 70 |
6 | Neat | 0.2 | 80 | 30 | 40 |
7 | Water | No catalyst | 80 | 180 | 30 |
8 | Water | 0.1 | 80 | 60 | 80 |
9 | Water | 0.3 | 80 | 30 | 97 |
10 | Water | 0.2 | 25 | 90 | 45 |
11 | Water | 0.2 | 40 | 60 | 55 |
12 | Water | 0.2 | 50 | 45 | 75 |
13 | Water | 0.2 | 60 | 30 | 92 |
14 | Water | 0.2 | 65 | 30 | 97 |
15 | Water | 0.2 | 70 | 30 | 97 |
16 | Water | 0.2 | 80 | 30 | 98 |
Reaction conditions: acetophenone (1.0 mmol), alkyne (1.0 mmol), sodium azide (1.2 mmol), catalyst (0.2 mol%) sodium ascorbate (2.5 mol%) and H2O (3 ml), 65 °C.
Isolated yield.