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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52796Generated: October 30, 2026

Acetone → Benzenamine, 4-fluoro-N-(1-methylethyl)-

https://huagongshe.com/reaction/52796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantTolueneHCID 1140—
Reactantp-FluoronitrobenzeneHCID 9590—
CatalystPlatinumHCID 23939—
SolventWaterHCID 962—
ProductBenzenamine, 4-fluoro-N-(1-methylethyl)-HCID 154403—

Reaction Conditions

Temperature42.5 °C

Reaction Steps

520 parts of toluene, 423 parts (3 mol) of 4-fluoronitrobenzene, 192 parts (3.3 mol) of acetone and 8 parts of catalyst (5% Pt on charcoal, water-moist, water content 50%) are placed in a hydrogenation autoclave. After the gas space has been flushed three times with each of nitrogen and hydrogen, the mixture is heated to from 80°=0 to 85° C. with stirring and reduced at a hydrogen pressure of from 0.2 to 1.0 MPa. When after about 2 hours the uptake of hydrogen falls sharply, the pressure is raised to 2.0 MPa and stirring is continued at 85° C for 30 minutes until there is no longer any drop in pressure. The batch is cooled to 60° C., the autoclave is let down and flushed with nitrogen, and the catalyst is filtered off on a pressure filter at from 50° to 60° C. The aqueous phase is separated off from the filtrate and toluene is distilled off until the water content of the solution is <0.02%. The solution is processed further in accordance with Example 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616799
Source datasetuspto-grants-1997_04
ORD IDord-0173e26d921d41c69b96b6802eb121c1
Source noteuspto-grants-1997_04