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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359513Generated: October 28, 2026

Hydroquinone → N-(2-Fluorophenyl)-2-(4-hydroxyphenoxy)-N-methylpropanamide

https://huagongshe.com/reaction/1359513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroquinoneHCID 785—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 18183268HCID 18183268—
CatalystTetrabutylammonium BromideHCID 74236—
SolventAcetonitrileHCID 6342—
ProductN-(2-Fluorophenyl)-2-(4-hydroxyphenoxy)-N-methylpropanamideHCID 1818326786.4%

Reaction Steps

N-(2-fluorophenyl)-N-methyl-2-bromo-propionamide(18.2 g, 0.07 mol), hydroquinone(7 g, 0.064 mol), potassium carbonate(10.54 g, 0.076 mol) and tetra-n-butylammonium bromide(1 g) were dissolved in 350 ml of acetonitrile and heated at reflux for 6 hours. The reaction mixture was cooled to room temperature and solid remained during the reaction was filtered out. The filtrate was concentrated under reduced pressure and the crude product was purified by column chromatography(eluent: ethyl acetate/n-hexane=½) to afford 16 g of the target product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06600048B2
Source datasetuspto-grants-2003_07
ORD IDord-9c6bfd98356b4e1ea0af081821b69f17
Source noteuspto-grants-2003_07