Official websites use .gov
A
.gov website belongs to an official
government organization in the United States.
Secure .gov websites use HTTPS
A lock (
) or https:// means you've safely
connected to the .gov website. Share sensitive
information only on official, secure websites.
Synthesis of isosorbide by DMC chemistry.a
| entry | Solvent | Cat./base (equiv) |
DMC (equiv) |
Time (h) |
Isosorbide % (% isolated yield) |
| 1 | None | NaOMe (2.0) | 20 | 8 | 16 |
| 2 | MeOH | NaOMe (2.0) | 4 | 8 | 80 (64) |
| 3 | MeOH | NaOMe (4.0) | 8 | 8 | 98 (76) |
| 4 | MeOH | DBU (1.0) | 8 | 7 | 100 (98) |
| 5 | MeOH | DBU (0.25) | 8 | 7 | 100 (98) |
| 6 | MeOH | DBU (0.05) | 8 | 24 | 100 (98) |
aReaction conditions: D-Sorbitol 2 g (1 equiv); reflux temperature; conversion of the starting material was in all cases quantitative.
