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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723343Generated: October 31, 2026

p-Fluoronitrobenzene → N,N-dimethyl-3-(4-nitrophenoxy)propan-1-amine

https://huagongshe.com/reaction/723343

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantPotassium HydroxideHCID 14797—
Reactant3-(Dimethylamino)-1-propanolHCID 76646—
CatalystTrioctylmethylammonium chlorideHCID 21218—
ProductN,N-dimethyl-3-(4-nitrophenoxy)propan-1-amineHCID 10353575—

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 4-fluoronitrobenzene (2.82 g), 3-dimethylaminopropanol (2.48 g), powdered potassium hydroxide (1.35 g) and Aliquat® 336 (tricaprylylmethylammonium chloride) was heated at 85° C. for one hour. The cooled crude mixture was purified by chromatography on silica gel (eluent: ethyl acetate/methanol 9:1 mixed with 1% v/v triethylamine). The product with the molecular weight of 224.26 (C11H16N2O3); MS (ESI): 225 ([M+H]+), was obtained in this way.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07141561B2
Source datasetuspto-grants-2006_11
ORD IDord-dd8a71a51534441a838d5c10f8a14915
Source noteuspto-grants-2006_11