Table 2. Solvent & Reductant Optimization Studies for the Formation of Aniline 2aa.
| entry | reductant | solvent | yield 2a (%)b |
|---|---|---|---|
| 1 | N2H4·H2O | MeOH | 82 |
| 2 | N2H4·H2O | EtOH | 85 |
| 3 | N2H4·H2O | DCM | 75 |
| 4 | N2H4·H2O | E.A | 76 |
| 5 | N2H4·H2O | water | 84 |
| 6 | NaBH4 | water | 76 |
| 7c | H2 balloon | water | 64 |
Reaction conditions: nitrobenzene (1 mmol), hydrazine monohydrate (0.5 mL), NaBH4 (10 mmol), Pd–Au/TiO2 (0.1 mol % of Pd–Au), and solvent (1 mL).
Isolated yields of product 2a.
Closed vessel with atmospheric pressure.
