HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → (3-Bromo-6-methoxy-2-methylpyridin-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (2-Methoxy-6-methylpyridin-4-yl)methanol | HCID 53804368 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | (3-Bromo-6-methoxy-2-methylpyridin-4-yl)methanol | HCID 86686342 | 79.2% |
Reaction Steps
A mixture of (2-methoxy-6-methylpyridin-4-yl)methanol (1.1 g) and NBS (1.34 g) was stirred in an acetic acid solvent (22 mL) at room temperature for 12 hours. A 5 M aqueous sodium hydroxide solution was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 10% to 50%) to give the title compound (1.32 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563565B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-544de50833394a949f307257ff480d61 |
| Source note | uspto-grants-2013_10 |