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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050236Generated: October 31, 2026

Cesium carbonate → HCID 90043425, compound

https://huagongshe.com/reaction/1050236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Bromo-3-fluorophenolHCID 2779153—
ReactantOxetan-3-yl 4-methylbenzene-1-sulfonateHCID 13153907—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 90043425HCID 90043425—

Reaction Conditions

Temperature60 °C

Reaction Steps

4-bromo-3-fluorophenol (1.185 g, 6.20 mmol), oxetan-3-yl 4-methyl-benzenesulfonate (1.77 g, 7.75 mmol) and cesium carbonate (5.05 g, 15.51 mmol) were dissolved in DMSO (7.75 mL) and heated to 60° C. overnight. The reaction mixture was diluted with water and EtOAc. The aqueous phase was extracted with EtOAc (×2) and the combined extracts were washed with brine, dried over Na2SO4, filtered and concentrated. The resulting residue was purified by column chromatography on a Biotage™ 50 g column by eluting with 2% to 50% EtOAc:Hexane to give the desired product. 1H NMR δ (ppm) 7.39 (t, 1H), 6.50 (d, 1H), 6.40 (d, 1H), 5.17-5.12 (m, 1H), 4.97 (t, 2H), 4.73 (t, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382243B2
Source datasetuspto-grants-2016_07
ORD IDord-379bfa2347dd45259ebe6797281e2506
Source noteuspto-grants-2016_07