Reacción #2439926

ord-16a2cde627f94a1c95e63b11caaead5e

Ecuación de reacción

Cc1ccnc(-c2ccc(F)cc2)c1
2-(p-fluorophenyl)-4-methyl-pyridine
O=C1CCC(=O)N1Br
N-bromosuccinimide
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoylperoxide
Fc1ccc(-c2cc(CBr)ccn2)cc1
2-(p-fluorophenyl)-4-bromomethyl-pyridine
Rendimiento 88.7%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux temperature
  2. 2
    Otroirradiated by means of an ordinary 250-W UV lamp for 4 hrs
  3. 3
    TemperaturaAfterwards, the reaction mixture was cooled
  4. 4
    Otrosubsequently triturated with Et2O/petroleum benzine
  5. 5
    OtroThe precipitate was removed by filtration
  6. 6
    Concentraciónthe 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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE041425E1uspto-grants-2010_07