Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431761Generated: November 1, 2026

Potassium Carbonate → ethyl 3-{[(2R, 4R)-2-(4,5-diphenyloxazol-2-yl)-4-hydroxypyrrolidin-1-yl]methyl}phenoxyacetate

https://huagongshe.com/reaction/431761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 3-(bromomethyl)phenoxyacetateHCID 11459982—
Reactant(2R, 4R)-2-(4,5-diphenyloxazol-2-yl)pyrrolidin-4-olHCID 11460944—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Productethyl 3-{[(2R, 4R)-2-(4,5-diphenyloxazol-2-yl)-4-hydroxypyrrolidin-1-yl]methyl}phenoxyacetateHCID 1115624796.5%

Reaction Steps

To a mixture of (2R, 4R)-2-(4,5-diphenyloxazol-2-yl)pyrrolidin-4-ol (229 mg) and potassium carbonate (155 mg) in DMF (5 mL) was added ethyl 3-(bromomethyl)phenoxyacetate (245 mg) at 5° C. and stirred at the same temperature for 30 minutes then at room temperature for 16 hours. The reaction mixture was diluted with EtOAc, washed with water and brine, dried (MgSO4), and evaporated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc, 1:2) to give ethyl 3-{[(2R, 4R)-2-(4,5-diphenyloxazol-2-yl)-4-hydroxypyrrolidin-1-yl]methyl}phenoxyacetate (359.7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660759B1
Source datasetuspto-grants-2003_12
ORD IDord-bb7f67299e8f469abe33e68ee55ec233
Source noteuspto-grants-2003_12