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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736292Generated: October 30, 2026

Diethyl Ether → 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one

https://huagongshe.com/reaction/736292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant3-AcetylpyridineHCID 9589—
ReactantDimethylformamide dimethyl acetalHCID 78373—
SolventHexaneHCID 8058—
Product1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 567033358.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Acetylpyridine (100 g, 0.19 mol) was added to dimethylformamide dimethylacetal (156.5 g, 1.27 mol), and the mixture was reacted under reflux for 23 hours. After the reaction mixture was cooled to 0° C., a mixture of diethyl ether and hexane (3:2, v/v) (500 ml) was added and the whole mixture was stirred for 4 hours. The resulting solid was filtered and washed with a mixture of diethyl ether and hexane (500 ml, 3/2, v/v) to give 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (120 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595323B2
Source datasetuspto-grants-2009_09
ORD IDord-3ccec616d5c64929ade149537b372c40
Source noteuspto-grants-2009_09