Reaktion #685012

Reaktionsgleichung

NBS

Intermediate 2

2,2,2-Trifluoro-1-(4-(5-fluoro-2-methylphenylsulfonyl)piperazin-1-yl)ethanone

AIBN

→

title compound

Ausbeute 49.0%

1-(4-(2-(Bromomethyl)-5-fluorophenylsulfonyl)piperazin-1-yl)-2,2,2-trifluoroethanone

Ausbeute 49.0%

Lösungsmittel

CCl4

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux
2. 2
   Temperaturthe mixture was refluxed for 4 h
3. 3
   Temperaturcooled
4. 4
   Filtrationfiltered
5. 5
   Sonstigeto remove solids
6. 6
   EinengenConcentration and purification by flash chromatography (0% to 25% EtOAc/hexane)

Vorschrift

To a solution of Intermediate 2 (9.5 g, 27 mmol) in CCl4 (70 mL) was added AIBN (0.5 g, 3 mmol) and the mixture was brought to reflux. NBS (5.3 g, 30 mmol) was added and the mixture was refluxed for 4 h, cooled and filtered to remove solids. Concentration and purification by flash chromatography (0% to 25% EtOAc/hexane) gave the title compound as colorless oil (5.715 g, 49% yield). 1H NMR (300 MHz, CDCl3) δ: 7.65-7.60 (2H, m), 7.33-7.27 (1H, m), 4.83 (2H, s), 3.82-3.79 (2H, m), 3.74-3.71 (2H, m), 3.34-3.30 (4H, m). LCMS (M+H) calcd for C13H14BrF4N2O3S: 433.97; found: 435.11.

Quelle