反应详情

温度

0 °C

To a solution of ethyl 3-methyl-4-((triethylsilyl)ethynyl)benzoate (from the previous step) (1.0 eq.) in THF (0.3 M) at 0° C. was added dropwise 1.0 M TBAF in THF (1.2 eq.). After stirring for 10 minutes at 0° C., the reaction was quenched with saturated aqueous sodium bicarbonate solution. The two phases were separated, and the aqueous layer was extracted with ether. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vaccuo. The crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-5% ethyl acetate in hexane to give ethyl 4-ethynyl-3-methylbenzoate as a white solid.

1. customthe reaction was quenched with saturated aqueous sodium bicarbonate solution
2. customThe two phases were separated
3. extractionthe aqueous layer was extracted with ether
4. washThe combined organic layers were washed with brine
5. dry with materialdried over anhydrous MgSO4
6. concentrationconcentrated en vaccuo
7. customThe crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO)