Reaktion #685011

Reaktionsgleichung

piperazine

triethylamine

5-fluoro-2-methylbenzene sulfonylchloride

→

title compound

Ausbeute 55.4%

1-(5-Fluoro-2-methylphenylsulfonyl)Piperazine

Ausbeute 55.4%

Lösungsmittel

EtOAc

NaHCO3

diethyl ether

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic phase was washed with water, brine
2. 2
   Trocknendried (Na2SO4)
3. 3
   EinengenConcentration

Vorschrift

To a stirred suspension of piperazine (28.4 g, 288 mmol) in triethylamine (42 mL, 300 mmol) and diethyl ether (500 mL) that was cooled to 0° C. was added dropwise a solution of 5-fluoro-2-methylbenzene sulfonylchloride (30 g, 144 mmol) dissolved in diethyl ether (50 mL). The resulting mixture was stirred at room temp for 2 h then diluted with EtOAc and saturated aqueous NaHCO3. The organic phase was washed with water, brine and dried (Na2SO4). Concentration gave the title compound as a white solid (20.6 g, 55% yield). 1H NMR (300 MHz, CDCl3) δ: 7.57 (1H, dd, J=8.6, 2.7 Hz), 7.25 (1H, dd, J=8.4, 5.1 Hz), 7.12 (1H, td, J=8.1,2.8 Hz), 3.13-3.10 (4H, m), 2.98-2.85 (4H, m), 2.55 (3H, s), 1.69 (1H, bs). LCMS (M+H) calcd for C11H16FN2O2S: 259.09; found: 259.18.

Quelle