反应详情

温度

100 °C

To sodium hydride (6.1 g, 50% dispersion) in dry dimethylformamide (200 ml) was added 2,4-dihydroxy-3-propylacetophenone (24.6 g) in dimethylformamide (20 ml), dropwise with stirring under nitrogen. The resulting solution was heated to 100° C. and 4-nitro-1-(3-chloropropoxy)benzene (27.3 g) and sodium iodide (19.0 g) were added rapidly. The reaction mixture was left to stir over night at 100° C., cooled and evaporated under reduced pressure to a brown oil. The oil was taken up in water, extracted with dichloromethane (×2), washed with aqueous sodium hydroxide (2N), then aqueous sodium thiosulphate, dried over magnesium sulphate, filtered and evaporated under reduced pressure to a dark brown solid. The solid was recrystallised from methanol, with charcoaling, to give pale yellow needles of product, m.p. 98° C.

1. waitThe reaction mixture was left
2. stirringto stir over night at 100° C.
3. temperaturecooled
4. customevaporated under reduced pressure to a brown oil
5. extractionextracted with dichloromethane (×2)
6. washwashed with aqueous sodium hydroxide (2N)
7. dry with materialaqueous sodium thiosulphate, dried over magnesium sulphate
8. filtrationfiltered
9. customevaporated under reduced pressure to a dark brown solid
10. customThe solid was recrystallised from methanol, with charcoaling
11. customto give pale yellow needles of product, m.p. 98° C.