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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868446Generated: October 31, 2026

Acetoacetamide → HCID 76695326, compound

https://huagongshe.com/reaction/1868446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoacetamideHCID 80077—
Reactant4-Chloro-3-FluorobenzaldehydeHCID 2724985—
CatalystAcetic AcidHCID 176—
CatalystPiperidineHCID 8082—
SolventIsopropanolHCID 3776—
ProductHCID 76695326HCID 7669532667.8%

Reaction Steps

A mixture of 4-chloro-3-fluorobenzaldehyde (2.47 g, 15.5 mmol), acetoacetamide (1.57 g, 15.5 mmol), AcOH (35 μL, 0.62 mmol) and piperidine (61 μL, 0.62 mmol) in isopropyl alcohol (30 mL) was stirred at room temperature for 2.5 days and evaporated under reduced pressure. The crude product was purified by a silica gel column (120 g) eluting from 50% to 80% EtOAc in hexanes to afford 2-(4-chloro-3-fluorobenzylidene)-3-oxobutanamide (2.54 g, 67.6%) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635699B2
Source datasetuspto-grants-2009_12
ORD IDord-66a11216479d437bb62709802878a84a
Source noteuspto-grants-2009_12