Table 3.
Synthesis of dicarboxymethyl isosorbide (DCI) by DMC chemistry.a
| # | K2CO3 | Selectivity (%) | ||
| (equiv) | MCI-1 | MCI-2 | DC | |
| 1b | 1.00 | 37 | 9 | 54 |
| 2 | 1.00 | 10 | 5 | 85 |
| 3 | 0.50 | 11 | 4 | 85 |
| 4 | 0.10 | 8 | 2 | 90 |
aReaction conditions: isosorbide DMC 1:30 equiv; temperature 90 °C; reaction time 6 h. All the reactions have been conducted under anhydrous conditions. Conversion was always quantitative. bThe reaction has not been conducted under anhydrous conditions.