Hydrochloric Acid → (1R)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol

[(1R)-1-[(2R)-2-(2,4-Difluorophenyl)-2-oxiranyl]ethyl] 3,5-dinitrobenzoate (50 g) was dissolved in methanol (2 liters). To the solution was added dropwise 1N sodium hydroxide aqueous solution (255 ml) at room temperature. The mixture was stirred for an hour at room temperature and neutralized with 1N hydrochloric acid (127 ml). Methanol was distilled off under reduced pressure. To the residue were added ethyl acetate (1liter) and water (200 ml). The mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline (200 ml), dried over magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1:3) to give (1R)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl] ethanol (25 g) as a pale yellow oily substance.

1. distillationMethanol was distilled off under reduced pressure
2. additionTo the residue were added ethyl acetate (1liter) and water (200 ml)
3. extractionThe mixture was extracted with ethyl acetate
4. washThe organic layer was washed with saturated saline (200 ml)
5. dry with materialdried over magnesium sulfate
6. distillationdistilled under reduced pressure
7. customto remove the solvent
8. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1:3)

ORD 기록

ord-4dbea9fd49384f92855df76c4b98af8b

출처 데이터셋

uspto-grants-1994_12

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05371100