HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 5-(Bromomethyl)-2-fluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-Fluoro-5-methylbenzonitrile | HCID 2774584 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 5-(Bromomethyl)-2-fluorobenzonitrile | HCID 2773931 | 63.1% |
Reaction Steps
A solution of 3-Cyano-4-fluorotoluene (1.0 g, 7.4 mmol), N-bromosuccinimide (1.3 g, 7.4 mmol) and catalytic 2,2′-azobisisobutyronitrile (AIBN) in benzene was heated to reflux for 16 hours, evaporated to dryness and flash chromatographed over silica gel eluting with 10% ethyl acetate/hexane to provide 1.0 g of 3-cyano-4-fluorobenzyl bromide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06593335B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-37a406487160451ab76c17ba3973af62 |
| Source note | uspto-grants-2003_07 |