反应详情

To a stirred solution of 2-t-butyldimethylsilanyl-3-(3,4,5-trimethoxybenzoyl)-6-methoxy-benzofuran (200 mg, 0.44 mmol) in 1,2-dichloroethane (2 mL) at 0° C. under nitrogen was added bromine (23 μl, 0.44 mmol) dropwise and the reaction mixture was stirred for 10 minutes. After this time the reaction was quenched with saturated sodium thiosulphate solution, extracted with ethyl acetate (20 mL), dried over magnesium sulphate and the solvent removed by distillation under vacuum. The crude product was re-crystallised from acetonitrile to afford the title compound as a colourless crystalline solid; (69 mg, 37%); 1H NMR (300 MHz, CDCl3) δ 7.45(d, 1H, J=8.78 Hz), 7.15(s, 2H, benzoyl-Hs), 7.01(d, 1H, J=2.18 Hz), 6.90(dd, 1H, J=8.74, 2.27 Hz), 3.94(s, 3H, OMe), 3.85(s, 9H, 3×OMe); 13C NMR (75 MHz, CDCl3) δ 188.21(CO), 158.29, 155.80, 152.72, 142.55, 131.99, 130.69, 120.98, 119.97, 119.67, 112.90, 107.00, 95.30, 60.67, 55.94, 55.43.

1. customAfter this time the reaction was quenched with saturated sodium thiosulphate solution
2. extractionextracted with ethyl acetate (20 mL)
3. dry with materialdried over magnesium sulphate
4. customthe solvent removed by distillation under vacuum
5. customThe crude product was re-crystallised from acetonitrile