反应详情

Bromine (0.42 mL) was added to a solution of 1-(cyclopropylsulfanyl)-2-methylbenzene (1.35 g) in acetic acid (10 mL) under ice-cooling, and the mixture was stirred at room temperature for 17 hours. The reaction solution was ice-cooled and a saturated sodium thiosulfate solution and brine were added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane only) and the solvent was evaporated under reduced pressure. The precipitated solid was filtered and washed with hexane, after which the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane only) to give the title compound as a pale yellow oil (1.59 g, 80%).

1. temperaturecooling
2. temperaturecooled
3. extractionfollowed by extraction with ethyl acetate
4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
5. filtrationfiltered
6. customThe solvent was then evaporated under reduced pressure
7. customThe residue was purified by silica gel column chromatography (hexane only) and the solvent
8. customwas evaporated under reduced pressure
9. filtrationThe precipitated solid was filtered
10. washwashed with hexane
11. customafter which the filtrate was evaporated under reduced pressure
12. customThe residue was purified by silica gel column chromatography (hexane only)