Table 1 Optimization of different parameters for the reaction of phenol with iodobenzene.
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|---|---|---|---|---|---|---|
Entry | Catalyst (g) | Solvent | Base | Temperature (ËšC) | Time (min) | Yield (%)a |
1 | - | H2O | KOH | 70 | 3 days | N. R |
2 | 0.008 | H2O | KOH | 70 | 30 | 40 |
3 | 0.01 | H2O | KOH | 70 | 30 | 78 |
4 | 0.015 | H2O | KOH | 70 | 30 | 95 |
5 | 0.02 | H2O | KOH | 70 | 30 | 99 |
6 | 0.025 | H2O | KOH | 70 | 30 | 99 |
7 | 0.02 | PEG-400 | KOH | 70 | 30 | 40 |
8 | 0.02 | EtOAc | KOH | 70 | 30 | 75 |
9 | 0.02 | Acetonitrile | KOH | 70 | 30 | 82 |
10 | 0.02 | EtOH | KOH | 70 | 30 | 89 |
11 | 0.02 | H2O | Li2CO3 | 70 | 30 | 90 |
12 | 0.02 | H2O | Na2CO3 | 70 | 30 | 90 |
13 | 0.02 | H2O | Cs2CO3 | 70 | 30 | 88 |
14 | 0.02 | H2O | NaHCO3 | 70 | 30 | 75 |
15 | 0.02 | H2O | K2CO3 | 70 | 30 | 45 |
16 | 0.02 | H2O | KOH | 25 | 30 | Trace |
17 | 0.02 | H2O | KOH | 50 | 30 | 45 |
18 | 0.02 | H2O | KOH | Reflux | 30 | 99 |
