HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | [(1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl]benzoate | HCID 10709605 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium methanolate methanol | HCID 23694274 | — |
| Product | (1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol | HCID 10631861 | 92.7% |
Reaction Steps
[(1S)-1-[(2R)-2-(2,4-Difluorophenyl)-2-oxiranyl]-ethyl] benzoate (15.9 g) was dissolved in methanol (800 ml), to which 28% sodium methylate-methanol solution (12.9 ml) was added at ice-bath temperature and stirred at room temperature for 6 hours. After 1N-hydrochloric acid (63.2 ml) was added thereto, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate=6/1 to 2/1) to give (1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol (9.7 g) as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06362206B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-6b055db7cb2f4a38a1b76c81b186d489 |
| Source note | uspto-grants-2002_03 |