Table 1.
Entry | Solvent | X | Temperature (°C) | Yield b (%) 2 | Recovery b (%) 1 |
---|---|---|---|---|---|
1 | H2O | Br | rt | - | >99 |
2 | H2O | Br | 100 | - | >99 |
3 | THF | Br | rt | - | >99 |
4 | THF | Br | 65 | - | >99 |
5 | THF/H2O | Br | rt | - | >99 |
6 | THF/H2O | Br | 65 | - | >99 |
7 | TBAF | Br | 95 | - | >99 |
8 | [bmim]Cl | Br | 95 | 70 | 30 |
9 | [bmim]Cl | Cl | 95 | 60 | 40 |
10 | [bmim]Cl | I | 95 | 3 | 97 |
11 | [bmim]Br | Br | 95 | >99 | - |
12 | [bmim]Br | Cl | 95 | >99 | - |
13 | [bmim]Br | I | 95 | >99 | - |
14 | [(d3)-bmim]Br | Br | 95 | >99 c | - |
15 | [bmim]BF4 | Br | 95 | - | >99 |
16 | [bmim]PF6 | Br | 95 | - | >99 |
17 | [bmpy]F3CSO3 | Br | 95 | - | >99 |
a In (1 equiv.), in IL (2 equiv.), 14 h; b Values of 1 and 2 were determined by GC-MS; c2H-benzene was obtained.