反应详情

温度

70 °C

A solution of 1-nitro-2-[2-nitroprop-1-en-1-yl]benzene (4.1 g, 19.7 mmol) in a mixture of THF (131 mL) and tert-BuOH (66 mL) was treated with DBU (4.45 mL, 29.5 mmol) and ethyl isocyanoacetate (2.67 g, 2.58 mL) added. The resulting solution was stirred for 1 h then heated to 70° C. for 4 h. The mixture was cooled and concentrated in vacuo to give a residue was taken up in EtOAc and aqueous HCl (1 N). The organic layer was separated and washed with brine then dried over Na2SO4. Filtration and solvent removal afforded a residue that was purified on silica gel (gradient elution, 0-40% EtOAc/hexanes) to afford the title compound (3.2 g, 59%) as solid. LCMS (ES+) m/z 275 (M+H)+

1. additionadded
2. temperatureThe mixture was cooled
3. concentrationconcentrated in vacuo
4. customto give a residue
5. customThe organic layer was separated
6. washwashed with brine
7. dry with materialthen dried over Na2SO4
8. filtrationFiltration and solvent removal
9. customafforded a residue that
10. customwas purified on silica gel (gradient elution, 0-40% EtOAc/hexanes)