反应详情

温度

5 °C

To a solution of tert-butyl 3-hydroxypropanoate (2 g, 13.68 mmol) in dry DCM (50 ml), pyridine (3.32 ml, 41.0 mmol) was added. The solution was cooled to 5° C., and (chloromethanetriyl)tribenzene (3.81 g, 13.68 mmol) was added portion-wise; the ice cooling was removed and stirring was continued for 20 hours. The solvent was evaporated and the residue was portioned between EtOAc and water; the organic layer was washed with a 3% aqueous solution of citric acid, with brine and dried over Na2SO4. The solvent was removed and the residue was purified by flash chromatography on silica gel column (petroleum ether:EtOAc=95:5) affording tert-butyl 3-(trityloxy)propanoate (3.5 g, 9.01 mmol, 65.8% yield, MS/ESI+ 411.3 [MNa]+).

1. customthe ice cooling was removed
2. customThe solvent was evaporated
3. washthe organic layer was washed with a 3% aqueous solution of citric acid, with brine
4. dry with materialdried over Na2SO4
5. customThe solvent was removed
6. customthe residue was purified by flash chromatography on silica gel column (petroleum ether:EtOAc=95:5)