反应详情

温度

90 °C

1,3-Dioxoisoindoline-5-carbonitrile (0.522 g, 3.03 mmol) was dissolved in dry DMF (10 ml), then tert-butyl 2-bromoacetate (0.672 ml, 4.55 mmol) and K2CO3 (0.629 g, 4.55 mmol) were added. The resulting suspension was stirred at 90° C. for 3 hours. The solvent was evaporated under vacuum, and the crude was dissolved in ethyl acetate. The precipitate was filtered and washed with ethyl acetate; the filtrate was evaporated under vacuum and the residue was purified by silica gel flash chromatography (petroleum ether:ethyl acetate=9:1 to 70:30) affording tert-butyl 2-(5-cyano-1,3-dioxoisoindolin-2-yl)acetate (0.507 g, 1.771 mmol, 58.4% yield, MS/ESI+ not detectable [MH]+).

1. customThe solvent was evaporated under vacuum
2. dissolutionthe crude was dissolved in ethyl acetate
3. filtrationThe precipitate was filtered
4. washwashed with ethyl acetate
5. customthe filtrate was evaporated under vacuum
6. customthe residue was purified by silica gel flash chromatography (petroleum ether:ethyl acetate=9:1 to 70:30)