Table 2 Optimizing the reaction conditions for the C–O coupling between 4-chlorophenol and iodobenzene.
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|---|---|---|---|---|---|---|
Entry | Cat. (mg) | Solvent | Base | Temperature (˚C) | Time (min) | Yield (%) |
1 | – | EtOH | KOH | Reflux | 1 day | N. R |
2 | 5 | EtOH | KOH | Reflux | 30 | 41 |
3 | 7 | EtOH | KOH | Reflux | 30 | 69 |
4 | 10 | EtOH | KOH | Reflux | 30 | 85 |
5 | 20 | EtOH | KOH | Reflux | 30 | 98 |
6 | 25 | EtOH | KOH | Reflux | 30 | 98 |
7 | 20 | H2O | KOH | Reflux | 30 | 45 |
8 | 20 | CH3CN | KOH | Reflux | 30 | 56 |
9 | 20 | PEG-400 | KOH | 120 | 30 | 75 |
10 | 20 | DMSO | KOH | Reflux | 30 | 89 |
11 | 20 | DMF | KOH | Reflux | 30 | 94 |
12 | 20 | EtOH | K2CO3 | Reflux | 30 | 90 |
13 | 20 | EtOH | NaOH | Reflux | 30 | N.R |
14 | 20 | EtOH | Na2CO3 | Reflux | 30 | 45 |
