Reaktion #327457

Reaktionsgleichung

(2-bromo-5-fluorophenyl)methanol

PBr3

→

1-bromo-2-(bromomethyl)-4-fluorobenzene

Lösungsmittel

DME

DME

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with 1:1 petroleum-ether-EtOAc (100 mL×2)
2. 2
   WaschenThe combined extracts were washed with saturated NaHCO3 and brine
3. 3
   Trocknendried over MgSO4
4. 4
   Einengenconcentrated

Vorschrift

To a solution of (2-bromo-5-fluorophenyl)methanol (11, 4.10 g, 20.0 mmol) in dry DME (40 mL) at 0° C. was added a solution of PBr3 (3.25 g, 12.0 mmol) in dry DME (40 mL) dropwise. The mixture was then slowly warmed up to RT and stirred at for another 3 h. The mixture was diluted with water (100 mL), and extracted with 1:1 petroleum-ether-EtOAc (100 mL×2). The combined extracts were washed with saturated NaHCO3 and brine, dried over MgSO4 and concentrated to give 1-bromo-2-(bromomethyl)-4-fluorobenzene (12).

Quelle