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Optimization of the oxidation of DHP 12 to pyridine 13
 | |||||
|---|---|---|---|---|---|
| Entry | Sovent (M) | Temp (°C) |
Time (h) |
15:16 | Total Yield |
| 1 | AcOH (0.2) | 50 | 5 | 16 only | trace |
| 2 | MeOH (0.2) | 50 | 12 | 10:1 | <20% |
| 3 | TFEa (0.2) | 23 | 3 | 1:1 | 54% |
| 4 | TFEa (0.2) | 0 | 5 | 4:1 | 51% |
| 5 | TFE:Me-Phb 2:1 (0.1) | 0 | 5 | 4:1 | >50% |
| 6 | TFE:Me-Phb 1:1 (0.1) | 0 | 5 | 9:1 | >50% |
| 7 | TFE:Me-Ph 1:3 (0.1) | 0 | 8 | 15 only | 60% |
14 was not soluble in the solvent at this temperature.
TFE was not fully miscible in the co-solvent at this temperature.
