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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538971Generated: October 30, 2026

Tetrahydrofuran → HCID 67034376, compound

https://huagongshe.com/reaction/538971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium HydroxideHCID 14797—
ReactantTriphosgeneHCID 94429—
Reactant(S)-2-Amino-2-(4-fluorophenyl)ethanol hydrochlorideHCID 67033232—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67034376HCID 6703437653%

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865726B2
Source datasetuspto-grants-2014_10
ORD IDord-384f5c9a0c2a4c46a9dee3754ebd60fe
Source noteuspto-grants-2014_10