反应详情

Sodium hydride (0.16 g of a 50% dispersion in mineral oil) was added portionwise to a stirred solution of the product of part (i) (0.45 g) in dry N,N-dimethylformamide (30 ml) and the mixture was stirred at 50° for 0.3 hour and then cooled to 5°. 4-Chloronitrobenzene (0.47 g) was added portionwise and the mixture was then stirred at room temperature for 2 hours and evaporated. Water was added and the mixture was extracted several times with dichloromethane. The combined extracts were dried (Na2SO4) and evaporated to give a yellow solid which was washed with hexane to remove mineral oil. The solid was chromatographed on silica gel using dichloromethane/methanol (10:1) as eluant. The product fractions were combined and evaporated to give pure product, (0.60 g), m.p. 88°-89° (from ethyl acetate/hexane).

1. temperaturecooled to 5°
2. stirringthe mixture was then stirred at room temperature for 2 hours
3. customevaporated
4. additionWater was added
5. extractionthe mixture was extracted several times with dichloromethane
6. dry with materialThe combined extracts were dried (Na2SO4)
7. customevaporated
8. customto give a yellow solid which
9. washwas washed with hexane
10. customto remove mineral oil
11. customThe solid was chromatographed on silica gel
12. customevaporated
13. customto give pure product, (0.60 g), m.p. 88°-89° (from ethyl acetate/hexane)