Studies of reaction conditionsa.
Entry | Solvent | Catalyst amount (mol%) | Oxidant | Yieldb (%) |
---|---|---|---|---|
1 | Chlorobenzene | 5 | DTBP | 54 |
2 | Heptane | 5 | DTBP | 22 |
3 | Toluene | 5 | DTBP | 83 |
4c | Toluene | 5 | DTBP | 17 |
5 | Toluene | 0 | DTBP | 4 |
6 | Toluene | 1 | DTBP | 21 |
7 | Toluene | 3 | DTBP | 51 |
8 | Toluene | 7 | DTBP | 87 |
9 | Toluene | 5 | K2S2O8 | 8 |
10 | Toluene | 5 | AgNO3 | 11 |
11 | Toluene | 5 | Oxygen | 2 |
12d | Toluene | 5 | TBHP | 55 |
Reaction conditions: acetophenone oxime acetate (0.6 mmol), phenylacetic acid (0.2 mmol), solvent (2 mL), oxidant (0.6 mmol), at 140 °C under air for 2 h and under argon for 6 h.
GC yield.
Reaction at 120 °C.
TBHP in water. DTBP = di-tert-butylperoxide, TBHP = tert-butyl hydroperoxide.