HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → 5-(Bromomethyl)-2,3-dichloropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (5,6-Dichloropyridin-3-yl)methanol | HCID 21882961 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-(Bromomethyl)-2,3-dichloropyridine | HCID 21962328 | — |
Reaction Steps
CBr4 (497 mg, 1.5 mmol, Aldrich) was added portionwise to a solution of (5,6-dichloro-pyridin-3-yl)-methanol (178 mg, 1.0 mmol, TCI-US) and PPh3 (393 mg, 1.5 mmol, Aldrich) in CH3CN (3 mL) with stirring at room temperature. The mixture was stirred at room temperature for 30 min, the solvent was removed in vacuo and the residue was purified by silica gel column chromatography, eluting with 10% EtOAc/hexane to give the title compound. MS (ESI, pos. ion) m/z: 242 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026241B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-4fb8987210984b949dd2b84be3962894 |
| Source note | uspto-grants-2011_09 |