Reaktion #51606

Reaktionsgleichung

Benzene sulphonyl chloride

amine

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

potassium carbonate

→

title product

Ausbeute 23.0%

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

Ausbeute 23.0%

Lösungsmittel

MeCN

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction
2. 2
   Sonstigequenched with water
3. 3
   Extraktionextracted into ethyl acetate
4. 4
   Waschenwashed with water
5. 5
   Trocknendried (MgSO4)
6. 6
   Einengenconcentrated
7. 7
   Sonstigeto give a dark orange solid
8. 8
   SonstigeThis solid was purified
9. 9
   Sonstigeby dry flash chromatography
10. 10
    SonstigeCH2Cl2, followed by recrystallisation

Vorschrift

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%.

Quelle