反应详情

Iron powder (2.5 g) was added to a stirred mixture of 4-(4-bromophenylsulphonyl)-2-chloro-nitrobenzene (Method 13) (0.6 g), water (2 ml), concentrated hydrochloric acid (0.5 ml) and ethanol (10 ml). The mixture was heated under reflux for 1 hour then evaporated to near dryness and partitioned between ethyl acetate and water. The organic layer was separated, the aqueous layer was extracted with ethyl acetate (3×15 ml) and the organic extracts were combined and dried. Volatile material was removed by evaporation and the residue was purified by chromatography on a silica gel Mega Bond Elut column eluting with 0-25% ethyl acetate/hexane followed by trituration with ether to give the title compounde (0.11 g) as a solid. NMR: 6.42 (s, 2H), 6.82 (d, 1H), 7.5 (d, 1H), 7.8 (m, 5H); MS: 346 (M−H)−.

1. temperatureThe mixture was heated
2. temperatureunder reflux for 1 hour
3. customthen evaporated
4. custompartitioned between ethyl acetate and water
5. customThe organic layer was separated
6. extractionthe aqueous layer was extracted with ethyl acetate (3×15 ml)
7. customdried
8. customVolatile material was removed by evaporation
9. customthe residue was purified by chromatography on a silica gel Mega Bond Elut column
10. washeluting with 0-25% ethyl acetate/hexane
11. customto give the title compounde (0.11 g) as a solid