Table 1. Solvent and Temperature Screening for Azetidinium Synthesis under Batch Conditionsa.
| entry | solvent | T (°C) | t (min) | yieldb (%) |
|---|---|---|---|---|
| 1 | acetonitrile | 60 | 60 | 11 |
| 2 | hexane | 60 | 60 | 19 |
| 3 | EtOH | 25 | 60 | 2 |
| 4 | EtOH | 60 | 60 | 30 |
| 5 | EtOH | 80 | 60 | 51 |
| 6 | H2O | 25 | 5 | 3 |
| 7 | H2O | 25 | 30 | 7 |
| 8 | H2O | 25 | 60 | 11 |
| 9 | H2O | 60 | 5 | 42 |
| 10 | H2O | 60 | 30 | 55 |
| 11 | H2O | 60 | 60 | 71 |
| 12 | H2O | 80 | 5 | 69 |
| 13 | H2O | 80 | 30 | 78 |
| 14 | H2O | 80 | 60 | 84 |
Conditions: 28 mmol of epichlorohydrin, 28 mmol of diethylamine, and 5 mL of solvent.
Determined by NMR, using dibromomethane as the internal standard.
