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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251293Generated: November 2, 2026

Dimethyl Sulfoxide → Ethyl 4-(3-dimethylaminopyrrolidin-1-yl)benzoate

https://huagongshe.com/reaction/2251293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzoic acid, 4-fluoro-, ethyl esterHCID 67976—
Reactant3-(Dimethylamino)pyrrolidineHCID 2758519—
SolventWaterHCID 962—
ProductEthyl 4-(3-dimethylaminopyrrolidin-1-yl)benzoateHCID 69209289—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of ethyl 4-fluorobenzoate (4.47 g), dimethylpyrrolidin-3-ylamine (3.04 g), potassium carbonate (3.68 g) and dimethyl sulfoxide (20 ml) was heated at 130° C. for 7 hours. After cooling, the mixture was diluted with water and extracted with methyl tert-butyl ether. The organic phase was washed with water, dried over magnesium sulfate, filtered and concentrated. The product with the molecular weight of 262.35 (C15H22N2O2) was obtained in this way; MS (ESI): 263 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319108B2
Source datasetuspto-grants-2008_01
ORD IDord-2e0f1b24075b430493da6a6ef4370264
Source noteuspto-grants-2008_01