反应详情

温度

150 °C

A mixture of methyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoate (Intermediate 65, 1.0 g), 1-ethoxyvinyl tributyl stannane (0.9 ml), tetrakis-(triphenylphosphine) palladium (0.29 g) and lithium chloride (1.0 g) in dioxane (15 ml) was stirred and heated in the microwave at 150° C. for 15 minutes. The solution was filtered and the filtrate was diluted with 1M hydrochloric acid and then stirred at room temperature for 5 hours. The resultant mixture was extracted with DCM, 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 0-75% to give methyl 3-acetyl-6-(benzenesulphonylmethyl)-2-methoxybenzoate (0.965 g) as an oil.

1. filtrationThe solution was filtered
2. additionthe filtrate was diluted with 1M hydrochloric acid
3. stirringstirred at room temperature for 5 hours
4. extractionThe resultant mixture was extracted with DCM
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customThe filtrate was evaporated to dryness
8. customthe residue was purified by chromatography on silica
9. washeluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-75%