Reacción #51606

Ecuación de reacción

Benzene sulphonyl chloride

amine

1-[2-(2,4-difluorophenyl)ethyl]piperazine

potassium carbonate

→

title product

Rendimiento 23.0%

1-[2-(2,4-Difluorophenyl)ethyl]-4-phenylsulphonylpiperazine

Rendimiento 23.0%

Disolventes

MeCN

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroReaction
2. 2
   Otroquenched with water
3. 3
   Extracciónextracted into ethyl acetate
4. 4
   Lavadowashed with water
5. 5
   Secadodried (MgSO4)
6. 6
   Concentraciónconcentrated
7. 7
   Otroto give a dark orange solid
8. 8
   OtroThis solid was purified
9. 9
   Otroby dry flash chromatography
10. 10
    OtroCH2Cl2, followed by recrystallisation

Procedimiento

Benzene sulphonyl chloride (0.15 g), the foregoing amine (0.193 g) and potassium carbonate (0.118 g) were heated together in MeCN (10 ml). Reaction was monitored by mass spectroscopy, and was completed after 2 h. The reaction mixture was cooled to room temperature, quenched with water and extracted into ethyl acetate. The organic extracts were combined, washed with water, dried (MgSO4) and concentrated to give a dark orange solid. This solid was purified by dry flash chromatography using SiO2, CH2Cl2 to 5% MeOH:CH2Cl2, followed by recrystallisation using pet. ether and CH2Cl2 to give the title product as a pale yellow solid (23%). MS: (M+H)+=367. δH (360 MHz, CDCl3): 2.50-2.60 (6H, m), 2.66-2.74 (2H, m), 3.02-3.10 (4H, m), 6.70-6.80 (2H, m), 7.05-7.14 (1H, m), 7.50-7.56 (2H, m), 7.56-7.62 (1H, m), 7.74-7.80 (2H, m). CHN C18H20 F2N2O2S: calc. C=59.00, H=5.50, N=7.65%; found C=59.12, H=5.43, N=7.56%.

Fuente