Table 5 Optimization of solvents and bases in C-O bond formation in the reaction between Bromobenzene and phenol as a model reaction.
Entry | Solvent | Base | Catalyst (mg) | Temp. (°C) | Time (h) | Yield (%) |
|---|---|---|---|---|---|---|
1 | CH3CN | K2CO3 | 50 | 80 | 10 | 65 |
2 | H2O | K2CO3 | 50 | 80 | 10 | 0 |
3 | DMF | K2CO3 | 50 | 80 | 10 | 92 |
4 | EtOH | K2CO3 | 50 | 80 | 10 | 57 |
5 | CH3CN/EtOH | K2CO3 | 50 | 80 | 10 | 62 |
6 | DMF/EtOH | K2CO3 | 50 | 80 | 10 | 84 |
7 | DMF/EtOH | KOH | 50 | 80 | 10 | 60 |
8 | DMF/EtOH | Cs2CO3 | 50 | 80 | 10 | 84 |
9 | DMF/EtOH | K3PO4 | 50 | 80 | 10 | 81 |
10 | DMF/EtOH | KOH | 50 | r.t | 10 | 0 |
11 | DMF/EtOH | K2CO3 | 50 | 60 | 10 | 45 |
12 | DMF/EtOH | K2CO3 | 50 | 90 | 10 | 93 |
13 | DMF/EtOH | K2CO3 | 50 | 100 | 10 | 93 |
14 | DMF/EtOH | K2CO3 | 50 | 90 | 4 | 85 |
15 | DMF/EtOH | K2CO3 | 50 | 90 | 6 | 93 |
16 | DMF/EtOH | K2CO3 | 50 | 90 | 12 | 82 |
17 | DMF/EtOH | K2CO3 | – | 90 | 6 | 0 |
