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 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| 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 800 ml of methanol. 28% Methanolic solution (12.9 ml) of sodium methylate was added with ice cooling and the reaction solution was stirred at room temperature for 6 hours. To the reaction solution was added 63.2 ml of 1N hydrochloric acid and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluate; hexane:ethyl acetate=6:1 to 2:1) to give 9.7 g of (1S)-1-[(2R)-2-(2,4-difluorophenyl)- 2-oxiranyl]ethanol as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05466820 |
| Source dataset | uspto-grants-1995_11 |
| ORD ID | ord-2a3c7a8c66704997aac0826c2d989ec8 |
| Source note | uspto-grants-1995_11 |