HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 2-(Bromomethyl)-1-fluoro-4-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Benzene, 1-fluoro-2-methyl-4-nitro- | HCID 68001 | — |
| Solvent | (Trifluoromethyl)benzene | HCID 7368 | — |
| Product | 2-(Bromomethyl)-1-fluoro-4-nitrobenzene | HCID 10353967 | 84.6% |
Reaction Steps
A mixture of 2-fluoro-5-nitrotoluene (0.750 g, 4.83 mmol), NBS (1.549 g, 8.70 mmol) and AIBN (0.159 g, 0.967 mmol) in trifluorotoluene (15 ml) was heated to reflux overnight. The mixture was cooled RT, the solids removed via filtration and the filtrate concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford ˜80% pure 2-(bromomethyl)-1-fluoro-4-nitrobenzene (956 mg, 63% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940756B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-a72ef699d5944867b6140c9493bd580b |
| Source note | uspto-grants-2015_01 |