Table 3. Optimization of the Baeyer–Villiger Oxidationa.
entry | additive | temp. (°C) | time (h) | yield (%)b |
---|---|---|---|---|
1 | TFA (1 equiv) | 25 | 24 | trace |
2 | HFIPc (40 equiv) | 25 | 24 | trace |
3 | HFIP, phosphate buffer (pH: 7.6) | 25 | 48 | 31 |
4 | HFIP, phosphate buffer (pH: 7.6) | 40 | 48 | 17 |
5 | NaHCO3 (2 equiv) | 25 | 24 | 24 |
6 | NaHCO3 (2 equiv), 4 Å molecular sieves | 25 | 24 | 90 |
Reactions were performed with 1.5 equiv of m-CPBA.
Isolated yields.
1,1,1,3,3,3-Hexafluoro-2-propanol.