Reaktion #647264

Reaktionsgleichung

iodine

chloramine B

Dichloromethane

4-Bromostyrene

→

1-benzenesulfonyl-2-(4-bromo-phenyl)-aziridine

Ausbeute 48.7%

Lösungsmittel

acetonitrile

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with dichloromethane
2. 2
   Waschenphase was washed with water and brine
3. 3
   Trocknendried over MgSO4 and K2CO3
4. 4
   Filtrationfiltered
5. 5
   EinengenThe filtrate was concentrated
6. 6
   Sonstigethe product was purified

Vorschrift

To a stirred suspension of chloramine B (CAS [127-52-6], 1.35 g) in acetonitrile (18 mL) under argon was added iodine (0.16 g). 4-Bromostyrene (2.41 g) was added and the mixture was stirred for 19 h at room temperature. Dichloromethane (240 mL) and water (120 mL) were added and the mixture was extracted with dichloromethane. The org. phase was washed with water and brine, dried over MgSO4 and K2CO3 and filtered. The filtrate was concentrated and the product was purified using column chromatography (SiO2, cyclohexane/ethyl acetate 95:5=>ethyl acetate) to give 1-benzenesulfonyl-2-(4-bromo-phenyl)-aziridine (1.04 g) as a colorless oil. MS: 340.0 ([M+H]+)

Quelle