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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182557Generated: November 3, 2026

Acetic Acid → 2-acetyl-3-(3-chlorophenyl)-N-(3-phenyl-2-propene-1-yl)acrylamide

https://huagongshe.com/reaction/1182557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
Reactant3-ChlorobenzaldehydeHCID 11477—
Reactant3-oxo-N-(3-phenyl-2-propen-1-yl)butylamideHCID 86619192—
SolventIsopropanolHCID 3776—
Product2-acetyl-3-(3-chlorophenyl)-N-(3-phenyl-2-propene-1-yl)acrylamideHCID 54139120—

Reaction Steps

30.0 mg (1.38 mmol) of 3-oxo-N-(3-phenyl-2-propen-1-yl) butylamide and 194 mg (1.38 mmol) of 3-chlorobenzaldehyde were dissolved in 20 ml of 2-propanol. 4.14 mg (0.0690 mmol) of piperidine and 5.67 mg (0.0690 mmol) of acetic acid were added thereto and-stirred at room temperature for 2 days. After the solvent was evaporated under reduced pressure, ethyl acetate was added to the reaction mixture. After washing with 1 N hydrochloric acid and then with saturated aqueous sodium hydrogencarbonate solution, the organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288544B2
Source datasetuspto-grants-2007_10
ORD IDord-3aa14e17c73d4cec820c3789358f3920
Source noteuspto-grants-2007_10