Table 1. Optimization of Catalytic Hydrogenation of Benzanilidea.
| entry | cat. | T (°C) | t (h) | solvent | conv. (%)b | 2a (%)b | 3a (%)b |
|---|---|---|---|---|---|---|---|
| 1 | Ru-1 | 45 | 20 | THF | 67 | 63 | 62 |
| 2 | Ru-2 | 45 | 20 | THF | 99 | 94 | 91 |
| 3 | Ru-3 | 45 | 20 | THF | 20 | 14 | 12 |
| 4 | Ru-4 | 45 | 20 | THF | 3 | 3 | 2 |
| 5 | Ru-2 | 35 | 20 | THF | 99 | 95 | 91 |
| 6 | Ru-2 | RTc | 20 | THF | 52 | 49 | 47 |
| 7 | Ru-2 | RT | 68 | THF | 97 | 91 | 93 |
| 8 | Ru-2 | RT | 68 | toluene | 79 | 73 | 75 |
Reaction conditions: benzanilide (0.5 mmol), cat. (0.5 mol %), t-BuOK (2 mol %), THF (3 mL), H2 (10 bar at RT), T (as specified, bath temperature), t (as specified).
Conversions and yields are determined by GC with mesitylene as an internal standard.
RT = room temperature (19–24 °C)
