Table 2.
Entry | Solvent | t [c] | Yield [%] | |||
---|---|---|---|---|---|---|
[h] | LGO | LGA | HMF | Total[d] | ||
1 | H2O | 6 | 0 | 0 | 6.9 | 6.9 |
2 | BuOH | 6 | 0 | 0 | 5.2 | 5.2 |
3 | DMSO | 5 | 0 | trace | 75.6 | 75.6 |
4 | THF | 6 | 6.7 | 3.4 | 8.5 | 18.6 |
5 | dioxane | 6 | 6.4 | 1.2 | 7.8 | 15.4 |
6 | GVL | 5 | 4.5 | 1.0 | 6.3 | 11.8 |
7 | MIBK | 5 | 5.2 | 3.7 | 6.8 | 15.7 |
8 | THF/H2O[b] | 6 | trace | 12.8 | 58.2 | 71.0 |
9 | dioxane/H2O[b] | 6 | trace | 8.6 | 37.5 | 46.1 |
10 | GVL/H2O[b] | 4.5 | trace | 11.4 | 44.5 | 55.9 |
11 | MIBK/H2O[b] | 5 | trace | 2.3 | 16.4 | 18.7 |
12 | H2O‐NaCl | 6 | 0 | 0 | 7.5 | 7.5 |
13 | THF/H2O | 6 | trace | 2.4 | 20.8 | 23.2 |
[a] Reaction conditions: glucose (0.1 g), [PzS]H2PW (65 μmol), and solvent (12 mL) at 180 °C. [b] The volume ratio of the polar aprotic solvent to the water was 5:1 and NaCl (0.37 g) was added to water. [c] The reaction time for the maximum yield of HMF. [d] The total yield of LGA, LGO, and HMF.