Condensation of furfural species and cycle ketones over base catalystsa.
Entry | Furfural species | Cyclic ketones | Catalyst dosageb (mol%) | Time (min) | Product | Isolated yieldc (C-mol%) |
---|---|---|---|---|---|---|
1 | FF | CP | — | 40 | FF-CP-FF | 0 |
2 | FF | CP | NaOH, 5 | 40 | FF-CP-FF | 68 |
3 | FF | CP | NaOH, 10 | 40 | FF-CP-FF | 94 |
4 | FF | CP | NaOH, 20 | 40 | FF-CP-FF | 96 |
5 | FF | CP | KOH, 10 | 40 | FF-CP-FF | 93 |
6 | FF | CP | LiOH, 10 | 40 | FF-CP-FF | 87 |
7 | FF | CP | Ba(OH)2, 10 | 40 | FF-CP-FF | 92 |
8 | FF | CP | Mg(OH)2, 10 | 120 | FF-CP-FF | 0 |
9 | FF | CP | Na2CO3, 10 | 120 | FF-CP-FF | 0 |
10 | FF | CP | K2CO3, 10 | 120 | FF-CP-FF | 0 |
11 | FF | CH | NaOH, 10 | 40 | FF-CH-FF | 92 |
12 | HMF | CP | NaOH, 10 | 40 | HMF-CP-HMF | 96 |
13 | HMF | CH | NaOH, 10 | 40 | HMF-CH-HMF | 98 |
All the reactions were conducted at 30 °C and the mole ratio of furfural compounds to cyclic ketone was 2 : 1.
Relative to cyclic ketone.
The isolated yield was calculated for the target product based on the cyclic ketone.