反应详情

A mixture of the above 2-bromomethyl-5-nitrobenzofuran (1.57 g, 6.13 mmol), potassium phthalimide (1.70 g, 9.19 mmol), and 18-crown-6 (0.161 g, 0.61 mmol) was stirred in acetonitrile (15 mL) overnight at room temperature. The solvent was removed by vacuum, and the residue was partitioned between ethyl acetate and brine. The organic phase was washed with 0.1N sodium hydroxide (2×50 mL) then brine (2×50 mL), dried (MgSO4) and concentrated to afford an off-white solid. The crude product was triturated with cold ethyl acetate/diethyl ether/hexane to afford 1.47 g (74%) of phthalimide adduct as a white solid: 1H NMR (DMSO-d6): δ 8.55 (d, 1H), 8.17 (dd, 1H), 7.88 (m, 4H), 7.75 (d, 1H), 5.00 (s, 2H).

1. customThe solvent was removed by vacuum
2. customthe residue was partitioned between ethyl acetate and brine
3. washThe organic phase was washed with 0.1N sodium hydroxide (2×50 mL)
4. dry with materialbrine (2×50 mL), dried (MgSO4)
5. concentrationconcentrated
6. customto afford an off-white solid
7. customThe crude product was triturated with cold ethyl acetate/diethyl ether/hexane