Optimization of reaction conditionsa.
Entry | Base | Solvent | DCID 2 (eq.) | Yield (%) |
---|---|---|---|---|
1 | Et3N | CH2Cl2 | 1 | 75 |
2 | Et3N | CH2Cl2 | 1.20 | 86 |
3 | Pyridine | CH2Cl2 | 1.20 | 70 |
4 | DIEA | CH2Cl2 | 1.20 | 82 |
5 | Et3N | DMF | 1.20 | 45 |
6 | Et3N | THF | 1.20 | 52 |
7 | Et3N | CH3CN | 1.20 | 60 |
8 | Et3N | CH2Cl2 | — | — |
Reaction condition: benzoic acid (1 mmol), base (1 mmol), benzyl alcohol (1.0 mmol), solvent (5 mL), time: 24 h at room temperature.