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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951387Generated: October 25, 2026

Acetic Acid → 3-[4-Nitro-2-(trifluoromethyl)benzylidene]pentane-2,4-dione

https://huagongshe.com/reaction/1951387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
ReactantAcetylacetoneHCID 31261—
Reactant4-Nitro-2-(trifluoromethyl)benzaldehydeHCID 12391105—
SolventDichloromethaneHCID 6344—
Product3-[4-Nitro-2-(trifluoromethyl)benzylidene]pentane-2,4-dioneHCID 59603023—

Reaction Steps

1 g (4.56 mmol) of 2-trifluoromethyl-4-nitrobenzaldehyde, 0.51 ml (5.02 mmol) of 2,4-pentanedione, 0.4 ml (6.85 mmol) of acetic acid and 90 μl (0.91 mmol) of piperidine in 20 ml of anhydrous dichloromethane are stirred under reflux with a water trap for 24 h. After cooling, the reaction solution is washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution. The organic phase is dried over magnesium sulfate and concentrated. The residue (1.28 g) is reacted in the next stage without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404709B2
Source datasetuspto-grants-2013_03
ORD IDord-83ac0246cdb4453b984f57c40650b2e2
Source noteuspto-grants-2013_03