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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56277Generated: October 30, 2026

But-1-ene-1,3-dione → N-(4-(dihexylamino)-3-fluorophenyl)-3-oxobutanamide

https://huagongshe.com/reaction/56277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBut-1-ene-1,3-dioneHCID 12642904—
ReactantHCID 117966053HCID 117966053—
SolventTolueneHCID 1140—
ProductN-(4-(dihexylamino)-3-fluorophenyl)-3-oxobutanamideHCID 9002362770.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-fluoro-N1,N1-dihexylbenzene-1,4-diamine (2.94 g, 10.0 mmol) in toluene (50 mL) was added acetyl ketene (0.84 g, 10.0 mmol) and the mixture was stirred at 80° C. overnight. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:4) to give the title compound as yellow oil (2.67 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-874a792eff84442a93544f26b183205b
Source noteuspto-grants-2016_09