The results of optimization of reaction conditions on the model reactiona.
Entry | Amount of MC–SO3H (mg) | Temperature (°C) | Time (min) | Yieldb (%) |
---|---|---|---|---|
1 | 20 | R.T | 120 | Trace |
2 | 20 | 50 | 120 | 62 |
3 | 20 | 80 | 120 | 96 |
4 | 5 | 80 | 120 | 37 |
5 | 10 | 80 | 120 | 79 |
6 | 12 | 80 | 120 | 96 |
7 | 15 | 80 | 120 | 96 |
8 | 12 | 80 | 60 | 96 |
9 | 12 | 80 | 30 | 96 |
10 | 12 | 80 | 20 | 90 |
11 | 12 | 80 | 10 | 69 |
Reaction conditions: 4-bromobenzaldehyde (1 mmol), benzil (1 mmol), ammonium acetate (3 mmol), EtOH (4 mL).
Isolated yield.