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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100642Generated: November 1, 2026

Dimethylformamide → Ethyl 4-[ethyl(3-methylphenyl)amino]butanoate

https://huagongshe.com/reaction/2100642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-ethyl-3-methylanilineHCID 7603—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-bromobutyrateHCID 76300—
SolventEthyl AcetateHCID 8857—
ProductEthyl 4-[ethyl(3-methylphenyl)amino]butanoateHCID 66966695—

Reaction Conditions

Temperature95 °C

Reaction Steps

4-Bromobutyric acid ethyl ester (17.1 ml), potassium carbonate (20.5 g), and DMF (80 ml) were added to N-ethyl-m-toluidine (8 g), and the mixture was stirred at 95° C. for 17 hours. The reaction mixture was diluted with ethyl acetate, washed with water, and dried over magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane-ethyl acetate) to give the title compound (14.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572815B2
Source datasetuspto-grants-2009_08
ORD IDord-a6d02ee545174970bed4a06579dfe9e9
Source noteuspto-grants-2009_08