反应详情

To a DME solution (0.1 M) of (3-formyl-5-methylphenyl)boronic acid (1 eq.) was added cesium fluoride (3 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and benzyl bromide (1.2 eq.). The mixture was refluxed for 3 h, cooled down to RT and quenched with saturated aqueous sodium bicarbonate. The mixture was extracted with ethyl acetate. The combined organic extracts were then washed with brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product by way of flash chromatography (SiO2, Hex→7:3 (v/v) Hex:EtOAc) afforded the title compound.

1. temperatureThe mixture was refluxed for 3 h
2. customquenched with saturated aqueous sodium bicarbonate
3. extractionThe mixture was extracted with ethyl acetate
4. washThe combined organic extracts were then washed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationthe filtrate concentrated in vacuo
8. customPurification of the crude product by way of flash chromatography (SiO2, Hex→7:3 (v/v) Hex:EtOAc)