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Decarboxylation solvent screen.
| |||||
|---|---|---|---|---|---|
| entry | solventa | Conversion (%)b | E/Zc | ||
| 2 h | 4 h | 24 h | |||
| 1 | NMP | 100 | - | - | 96:4 |
| 2 | DMAc | 100 | - | - | 95:5 |
| 3 | DMSO | 100 | - | - | 94:6 |
| 4 | quinoline | 90 | 100 | - | 96:4 |
| 5 | pyridine | 75 | 98 | 100 | 96:4 |
| 6 | 1-pentanol | - | 12 | 51 | 96:4 |
| 7 | propionic acid | 0 | 1 | 7 | 98:2 |
| 8 | p-xylene | 0 | 3 | 3 | 97:3 |
Three volumes of solvent relative to 10b.
Conversion of 10b to 10c as measured by HPLC (220 nm).
E/Z ratio from HPLC.
