反应详情

温度

80 °C

Caesium carbonate (2.41 g, 7.4 mmol) was added to a solution of 3,5-dihydroxy benzonitrile (1.0 g, 7.4 mmol) in dimethylformamide (5 ml) at room temperature and the mixture stirred for 10 minutes. Benzyl bromide (0.880 ml, 7.4 mmol) was added dropwise and the mixture heated at 80° C. for 30 minutes. The solvent was removed in vacuo, the residue treated with water (10 ml), acidified with aqueous hydrochloric acid (2M) and extracted with ethyl acetate (3×25 ml). The combined organic layers were washed with water (2×10 ml), brine (10 ml), dried over sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography, eluting with ethyl acetate/pentane (20:80 to 50:50) to afford the title compound as a white solid in 26% yield, 445 mg.

1. customThe solvent was removed in vacuo
2. additionthe residue treated with water (10 ml)
3. extractionextracted with ethyl acetate (3×25 ml)
4. washThe combined organic layers were washed with water (2×10 ml), brine (10 ml)
5. dry with materialdried over sodium sulphate
6. concentrationconcentrated in vacuo
7. customThe residue was purified by column chromatography
8. washeluting with ethyl acetate/pentane (20:80 to 50:50)