反应详情

A stirred mixture of 4-bromo-2-nitroanisole (98.56 g) and iron powder (113.7 g) in ethanol (1.51) was heated to reflux and treated dropwise with hydrochloric acid (350 ml, 0.5N) over 1 hour. After refluxing for a further 3 hours the reaction mixture was cooled to room temperature then filtered through hyflosupercel. The filtrate was evaporated and the residue was treated with saturated sodium bicarbonate solution (21) then filtered. The solid was washed with water then recrystallised from cyclohexane to give the title compound (61.98 g) as a pale brown solid, m.p. 93-93° C.

1. temperaturewas heated
2. temperatureto reflux
3. temperatureAfter refluxing for a further 3 hours the reaction mixture
4. filtrationthen filtered through hyflosupercel
5. customThe filtrate was evaporated
6. additionthe residue was treated with saturated sodium bicarbonate solution (21)
7. filtrationthen filtered
8. washThe solid was washed with water
9. customthen recrystallised from cyclohexane