Reacción #2439926
ord-16a2cde627f94a1c95e63b11caaead5e
Ecuación de reacción
2-(p-fluorophenyl)-4-methyl-pyridine
N-bromosuccinimide
benzoylperoxide
→
2-(p-fluorophenyl)-4-bromomethyl-pyridine
Rendimiento 88.7%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturaat reflux temperature
- 2Otroirradiated by means of an ordinary 250-W UV lamp for 4 hrs
- 3TemperaturaAfterwards, the reaction mixture was cooled
- 4Otrosubsequently triturated with Et2O/petroleum benzine
- 5OtroThe precipitate was removed by filtration
- 6Concentraciónthe filtrate was concentrated in vacuo
Procedimiento
A mixture of 2-(p-fluorophenyl)-4-methyl-pyridine (0.5 g, 2.67 mmol), N-bromosuccinimide (0.48 g, 2.69 mmol), and a catalytic amount of benzoylperoxide in CCl4 (50 ml) was stirred at reflux temperature and irradiated by means of an ordinary 250-W UV lamp for 4 hrs. Afterwards, the reaction mixture was cooled and subsequently triturated with Et2O/petroleum benzine. The precipitate was removed by filtration, and the filtrate was concentrated in vacuo to give 2-(p-fluorophenyl)-4-bromomethyl-pyridine (0.63 g, 88%, unstable) as a dark yellow oil.