Phosphate → HCID 15708533, compound

To a solution of 4,4,5,5-tetramethyloxazolidin -2-one (0.30 g; 2.01 mmol) in tetrahydrofuran (2.5 ml), a hexane solution of 1.57 N n-butyl lithium (1.50 ml; 2.3 mmol) was added at 0° C., and after 5 minutes, 2-bromopropionyl bromide (0.54 g; 2.5 mmol) was added thereto and followed by stirring at the same temperature for 10 minutes. A phosphate buffer (pH 7) (1.1 ml) was added thereto to decompose the excess reaction agent, and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with a 5% aqueous solution of sodium bicarbonate and then brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give a residue, which was purified by silica gel column chromatography (benzene→benzene:ethyl acetate=95:5) to give 3-(2'-bromopropionyl)-4,4,5,5-tetramethyloxazolidin-2-one as a colorless solid.

1. extractionthe reaction mixture was extracted with ethyl acetate
2. washThe organic layer was washed with a 5% aqueous solution of sodium bicarbonate
3. dry with materialbrine and dried over anhydrous magnesium sulfate
4. distillationThe solvent was distilled off under reduced pressure
5. customto give a residue, which
6. customwas purified by silica gel column chromatography (benzene→benzene:ethyl acetate=95:5)

ORD record

ord-7e08d1c61b244f9589e16b5efaf56c65

Source dataset

uspto-grants-1993_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05231179