反应详情

A mixture of m-trimethylsilyltoluene (8.22 g, 50 mmol), NBS (8.90 g, 50 mmol), AIBN (0.05 g) and chlorobenzene (50 ml) was heated by means of a heating bath preheated to 110° C. An exothermic reaction started when the reaction mixture reached 80-90° C. and the orange suspension became a colorless solution within minutes. The mixture was cooled down with the aid of an ice-bath, ice water was added and the resulting mixture was extracted with hexane. The organic phase was washed with water, then brine and dried (MgSO4). Filtration through a silica plug (10 g) followed by evaporation of solvents yielded 12.05 g (99%) of 37 as a colorless liquid. Spectroscopic data were identical to those reported in the literature.43

1. temperaturewas heated by means of a heating bath
2. custompreheated to 110° C
3. customAn exothermic reaction
4. customreached 80-90° C.
5. temperatureThe mixture was cooled down with the aid of an ice-bath
6. extractionthe resulting mixture was extracted with hexane
7. washThe organic phase was washed with water
8. dry with materialbrine and dried (MgSO4)
9. filtrationFiltration through a silica plug (10 g)
10. customfollowed by evaporation of solvents