Réaction #647264

Équation de réaction

iodine

chloramine B

Dichloromethane

4-Bromostyrene

→

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

Rendement 48.7%

Solvants

acetonitrile

water

Conditions de réaction

Traitement

1. 1
   Extractionthe mixture was extracted with dichloromethane
2. 2
   Lavagephase was washed with water and brine
3. 3
   Séchagedried over MgSO4 and K2CO3
4. 4
   Filtrationfiltered
5. 5
   ConcentrationThe filtrate was concentrated
6. 6
   Autrethe product was purified

Mode opératoire

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]+)

Source