HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (1R)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | (2S,3R)-1-Chloro-2-(2,4-difluorophenyl)butane-2,3-diol | HCID 67176026 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (1R)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol | HCID 10536015 | 99.9% |
Reaction Steps
A solution of 0.12 g (0.45 mmol) of (2S,3R)-1-chloro-2-(2,4-difluorophenyl)butane-2,3-diol in 3 mL of methanol was cooled in ice, and 0.12 g (0.6 mmol) of a 28% solution of NaOMe in methanol was added. Reaction was performed for 2 hours, and 10 mL of water was added to stop the reaction. Extraction was performed with ethylacetate (10 mL). After drying over anhydrous sodium sulfate, concentration was performed under reduced pressure to obtain a crude product. The resulting crude product was purified by column on silica gel to obtain 0.09 g of the title compound (yield: 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582781B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-f37300405f284df38cce66529924a59a |
| Source note | uspto-grants-2009_09 |