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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4674Generated: October 23, 2026

Acetic Acid → 3-((3-Nitrophenyl)methylene)-2,4-pentanedione

https://huagongshe.com/en/reaction/4674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDiethyl EtherHCID 3283—
Reactant3-NitrobenzaldehydeHCID 7449—
ReactantAcetylacetoneHCID 31261—
CatalystPiperidineHCID 8082—
SolventBenzeneHCID 241—
Product3-((3-Nitrophenyl)methylene)-2,4-pentanedioneHCID 9599053.5%

Reaction Steps

A mixture of 3-nitrobenzaldehyde (20 g), acetylacetone (13.25 g), acetic acid (1.58 g), and piperidine (0.45 g) in benzene (20 ml) was refluxed for 1 hour under azeotropic dehydration. To the reaction mixture was added diethyl ether (100 ml). The mixture was washed with water (50 ml) and a saturated aqueous solution of sodium chloride (50 ml) successively, dried over magnesium sulfate, and evaporated in vacuo. The residual substance was recrystallized from ether to afford 1-acetyl-1-(3-nitrobenzyliden)acetone(16.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04727073
Source datasetuspto-grants-1988_02
ORD IDord-48a09d41fff04695972f49c0700533bc
Source noteuspto-grants-1988_02