HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538971Generated: October 30, 2026
Tetrahydrofuran → HCID 67034376, compound
https://huagongshe.com/reaction/538971
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | (S)-2-Amino-2-(4-fluorophenyl)ethanol hydrochloride | HCID 67033232 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67034376 | HCID 67034376 | 53% |
Reaction Steps
To a solution of (S)-2-amino-2-(4-fluorophenyl)ethanol hydrochloride (2.0 g, 10 mmol) in water (50 mL) cooled to 0° C. was added potassium hydroxide (3.5 g, 63 mmol) followed by THF (50 mL) and the reaction was stirred for 20 minutes at 0° C. Bis(trichloromethyl) carbonate (3.1 g, 10 mmol) was added as a solid and the reaction was stirred at 0° C. for 2 hours. The reaction was poured into ethyl acetate (200 mL) and the organic layer was washed with HCl (1N, 30 mL), NaOH (1N, 30 mL) and brine (30 mL), dried over MgSO4 and concentrated under vacuum to give (S)-4-(4-fluorophenyl)oxazolidin-2-one (1 g, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08865726B2 |
|---|
| Source dataset | uspto-grants-2014_10 |
|---|
| ORD ID | ord-384f5c9a0c2a4c46a9dee3754ebd60fe |
|---|
| Source note | uspto-grants-2014_10 |
|---|