Table 13. One-Pot Conversion of Quinic Acid to Hydroquinone with Various Oxidants172.
Conditions |
|||
---|---|---|---|
Oxidant/catalyst (equiv) | Oxidative decarboxylation | Dehydration | Yield (%) |
NaOCl (4.6) | i) H2SO4 (1.2), RT, 3 h | reflux, Ar, 10 h | 87 |
ii) 2-propanola | |||
(NH4)2Ce(SO4)3 (2.4) | RT, 30 min | reflux, Ar, 10 h | 91 |
V2O5 (1.1) | 50 °C, 4 h | reflux, Ar, 8 h | 85 |
K2S2O8 (1.2)/Ag3PO4 (0.10) | 50 °C, 4 h | reflux, Ar, 8 h | 85 |
K2S2O8 (1.2)/Ag3PO4 (0.02) | 50 °C, 4 h | reflux, Ar, 8 h | 74 |
K2S2O8 (1.2)/Ag3PO4 (0.01) | 50 °C, 4 h | reflux, Ar, 8 h | 51 |
Isopropanol was added to quench excess NaOCl.