反应详情

温度

40 °C

To a suspension of NaH (60% in oil, 0.8 g, 19 mmol) in DMF (50 mL) was added tert-butyl ethyl (2-methyl-6-nitropyridin-3-yl)propanedioate (4 g, 13 mmol) at room temperature. The mixture was stirred for 1 hour and CH3I (3.7 g, 26 mmol) was added. The mixture was heated to 40° C. for 2 hours. Cooled to ambient temperature, the mixtue was poured to ice/water, extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated and the residue was purified by column chromatograph silca gel to give tert-butyl ethyl rnethyl(2-methyl-6-nitropyridin-3-yl)propanedioate. 1H-NMR (400 MHz, CDCl3) δ 8.01 (d, J=8.6 Hz, 1H), 7.79 (d, J=8.6 Hz, 1H), 4.19-4.27 (m, 2H), 2.59 (s, 3H), 1.85 (s, 3H), 1.45 (s, 9H), 1.28 (t, J=7.0 Hz, 3H).

1. temperatureCooled to ambient temperature
2. extractionextracted with EtOAc
3. washThe combined organic layer was washed with brine
4. dry with materialdried over anhydrous Na2SO4
5. concentrationconcentrated
6. customthe residue was purified by column chromatograph silca gel