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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11320Generated: October 25, 2026

1-(p-Methoxyphenyl)-2-propanone → 4-Dimethylamino-3-(4-methoxyphenyl)-3-buten-2-one

https://huagongshe.com/reaction/11320

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(p-Methoxyphenyl)-2-propanoneHCID 31231—
ReactantN-(2-Hydroxyethyl)phthalimideHCID 77499—
SolventDimethylformamideHCID 6228—
Product4-Dimethylamino-3-(4-methoxyphenyl)-3-buten-2-oneHCID 53990102—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a stirred solution of 1-(4-methoxy-phenyl)-propan-2-one (1, 8.37 g, 51.0 mmol) in N,N-dimethylformamide (200 mL) was added dimethoxymethyl-dimethyl-amine (2, 27 mL, 203 mmol). The reaction mixture was then stirred for 18 h at 85° C., allowed to cool to ambient temperature and excess solvent and reagents were removed under reduced pressure to give crude 4-dimethylamino-3-(4-methoxyphenyl)-but-3-en-2-one (3) as yellow oil which was used in the following step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098211B2
Source datasetuspto-grants-2006_08
ORD IDord-ba9cd433d44c4544b97682e7fc2afe04
Source noteuspto-grants-2006_08