Réaction #2876

Équation de réaction

N-bromosuccinimide

5-bromo-2-fluoro-benzyl alcohol

triphenyl phosphine

→

title compound

Rendement 96.7%

5-Bromo-2-fluoro-benzyl bromide

Rendement 96.7%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   AutreThe ice bath is removed
2. 2
   AutreThe crude product is purified by column chromatography
3. 3
   Lavageeluting with 5% EtOAc/hexanes

Mode opératoire

To a solution of 5-bromo-2-fluoro-benzyl alcohol (3.10 g, 15.1 mmol) in 30 mL of THF at 10° C. is added triphenyl phosphine (4.10 g, 15.6 mmol) followed by N-bromosuccinimide (2.67 g, 15.0 mmol). The ice bath is removed and the resulting solution is stirred for 20 min at room temperature. The crude product is purified by column chromatography eluting with 5% EtOAc/hexanes to give the title compound (3.90 g, 14.5 mmol).

Source