反应详情

温度

-30 °C

A mixture of tin(IV)chloride (1 9.3 ml) and 69.5% nitric acid (10.3 ml) in methylene chloride (140 ml) was added dropwise to a solution of N-(4-methoxy-2-methylphenyl)acetamide (28 g, 0.14 mol) in methylene chloride (500 ml) cooled to and maintained at −30° C. The reaction mixture was stirred at −30° C. for 1.5 hours, allowed to warm to ambient temperature then poured on to ice/water. The organic layer was separated and the aqueous layer extracted with ethyl acetate. The combined extracts were dried (MgSO4), the solvent removed by evaporation and the residue purified by column chromatography eluting with petroleum ether/ethyl acetate (2/8) to give N-(4-methoxy-2-methyl-5-nitrophenyl)acetamide (1 7.8 g, 51%)

1. temperaturecooled to and
2. temperatureto warm to ambient temperature
3. customThe organic layer was separated
4. extractionthe aqueous layer extracted with ethyl acetate
5. dry with materialThe combined extracts were dried (MgSO4)
6. customthe solvent removed by evaporation
7. customthe residue purified by column chromatography
8. washeluting with petroleum ether/ethyl acetate (2/8)