HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → 5-Bromo-2-chloropyridine-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | (5-Bromo-2-chloropyridin-3-yl)methanol | HCID 23091039 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Bromo-2-chloropyridine-3-carbaldehyde | HCID 23090988 | 74.9% |
Reaction Steps
To a solution of (5-bromo-2-chloropyridin-3-yl)methanol (6.8 g, 30.6 mmol) in DCM (200 mL), was added Dess-Martin periodinane (32.4 g, 76.6 mmol) at 0° C. The resulting mixture was stirred at room temperature for 12 h. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel (0 to 30% EtOAc in petroleum ether) to afford 5.05 g of 5-bromo-2-chloronicotinaldehyde. LCMS [M+H]+ 221.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108944B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-732957e950934f0ba4b72d11177a6eb6 |
| Source note | uspto-grants-2015_08 |