Optimization of the reaction conditionsa.
| ||||
|---|---|---|---|---|
| Entry | Catalyst (mg) | Solvent | Time (h) | Yieldb (%) |
| 1 | Fe3O4@pectin (40) | H2O | 5 | 58 |
| 2 | Fe3O4@starch–SO3H (40) | H2O | 3 | 65 |
| 3 | Fe3O4@cellulose–SO3H (40) | H2O | 2 | 82 |
| 4 | Fe3O4@chitosan–SO3H (40) | H2O | 2 | 89 |
| 5 | Fe3O4@chitosan–SO3H (50) | H2O | 2 | 89 |
| 6 | Fe3O4@chitosan–SO3H (30) | H2O | 3 | 75 |
| 7 | Fe3O4@chitosan–SO3H (40) | EtOH | 2 | 88 |
| 8 | Fe3O4@chitosan–SO3H (40) | Solvent-free | 2 | 30 |
| 9 | Fe3O4@chitosan–SO3H (40) | THF | 2 | 63 |
| 10 | Fe3O4@chitosan–SO3H (40) | CH2Cl2 | 2 | 59 |
Reaction conditions: aldehyde (1 mmol), hydroxylamine hydrochloride (1.5 mmol), β-keto ester (1.5 mmol), room temperature, solvent (10 mL).
Isolated yields.