HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl Peroxide → 2-(Bromomethyl)-6-chloro-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl Peroxide | HCID 7187 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 6-Chloro-2-picoline | HCID 87601 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 2-(Bromomethyl)-6-chloro-pyridine | HCID 22032737 | 41.2% |
Reaction Steps
Heat a mixture of 2-chloro-6-methylpyridine (5.46 g, 42.8 mmol), NBS (8.38 g, 47.08 mmol), and benzoyl peroxide (500 mg, 2.06 mmol) in carbon tetrachloride (80 mL) for 20 h at 85° C. Cool to ambient temperature, filter, and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/toluene (4:3) to provide the title compound as a white solid (3.64 g, 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022062B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-c63b33453eb04ad08ed2056cf1858b52 |
| Source note | uspto-grants-2011_09 |