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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474638Generated: October 30, 2026

4'-Hydroxyacetophenone → 1-[4-(4-Nitrophenoxy)phenyl]ethanone

https://huagongshe.com/reaction/1474638

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4'-HydroxyacetophenoneHCID 7469—
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantPotassium CarbonateHCID 11430—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-[4-(4-Nitrophenoxy)phenyl]ethanoneHCID 23860499.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 1-fluoro-4-nitrobenzene (5.0 g, 35.43 mmol) and 4-hydroxyacetophenone (4.82 g, 35.40 mmol) in DMF (40 mL) was added potassium carbonate (9.79 g, 70.86 mmol). The reaction mixture was heated at 90° C. overnight. After the completion of the reaction as confirmed by TLC, the reaction mixture was diluted with EtOAc (200 mL) and washed with water (3×30 mL). The organic layer was separated, dried over Na2SO4 and concentrated in vacuo to afford the title compound (9.09 g, 99%) as a solid which was used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018249B2
Source datasetuspto-grants-2015_04
ORD IDord-9782b61f886a4f8f81be5b134e8ccd40
Source noteuspto-grants-2015_04