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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197837Generated: November 2, 2026

Hydroquinone → 4-(4-Methyl-2-nitrophenoxy)phenol

https://huagongshe.com/reaction/2197837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroquinoneHCID 785—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluoro-3-nitrotolueneHCID 136287—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(4-Methyl-2-nitrophenoxy)phenolHCID 60871047—

Reaction Steps

A solution of hydroquinone (3.2 g, 29.0 mmol) and K2CO3 (8.0 g, 54.0 mmol) in 40 mL of DMF was heated at 100° C. with 1-fluoro-4-methyl-2-nitrobenzene (3.0 g, 19.3 mmol) with stirring for 24 hours. Cooled to room temperature and diluted with EtOAc. Washed with water and dried the organic layer over MgSO4. Filtered and concentrated under vacuum giving the title compound, which was purified by silica gel column chromatography eluting with 5% EtOAc/hexane giving an orange oil (1.89 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-4836bc5a95824295b8c6513f6543a814
Source noteuspto-grants-2012_12