反应详情

温度

0 °C

2-Chloro-6-methyl-pyridine 1-oxide (5.0 g, 0.035 mol) was dissolved in concentrated sulfuric acid (20 ml) at 0° C. An ice-cooled mixture of concentrated nitric acid (12 ml) in concentrated sulfuric acid (20 ml) was added dropwise with stirring at 0° C. The cooling bath was removed, stirring was continued for 3 hours at 90° C. The mixture was poured into a mixture of icewater and ethyl acetate and the resulting precipitate was removed by filtration. The phases of the filtrate were separated, the aqueous phase was extracted several times with ethyl acetate, basified with NaOH and extracted again with ethyl acetate. The combined organic phases were dried over magnesium sulfate and the solvent removed under reduced pressure. The residue was combined with the filtered residue above to yield 6.21 g of a yellow solid (0.033 mol, 94%). MS (ESI) m/z=189.0 [M+1]+.

1. additionwas added dropwise
2. customThe cooling bath was removed
3. stirringstirring
4. additionThe mixture was poured into a mixture of icewater and ethyl acetate
5. customthe resulting precipitate was removed by filtration
6. customThe phases of the filtrate were separated
7. extractionthe aqueous phase was extracted several times with ethyl acetate
8. extractionextracted again with ethyl acetate
9. dry with materialThe combined organic phases were dried over magnesium sulfate
10. customthe solvent removed under reduced pressure