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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920500Generated: October 30, 2026

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

https://huagongshe.com/reaction/1920500

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 numberUS08168827B2
Source datasetuspto-grants-2012_05
ORD IDord-f184d4a64e9649279295510d7f5df796
Source noteuspto-grants-2012_05