反应详情

温度

50 °C

A mixture of methyl 5-bromo-2-bromomethyl-8-methoxynapthalene-1-carboxylate (Intermediate 189, 0.716 g), benzenesulphinic acid sodium salt (0.68 g) and sodium hydrogen carbonate (0.35 g) in DMA (15 ml) and water (3 ml) was heated at 50° C. for 2 hours. After cooling, water was added and the mixture was extracted with diethyl ether. The organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-100% to give methyl 2-(benzenesulphonylmethyl)-5-bromo-8-methoxynaphthalene-1-carboxylate (0.236 g) as an oil which crystallised on standing.

1. temperatureAfter cooling
2. extractionthe mixture was extracted with diethyl ether
3. washThe organic layer was washed with water
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customThe filtrate was evaporated to dryness
7. customthe residue was purified by chromatography on silica eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-100%