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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912329Generated: November 1, 2026

Dimethyl Sulfoxide → 4-(3-Methyl-4-nitrophenyl)morpholine

https://huagongshe.com/reaction/912329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Fluoro-2-nitrotolueneHCID 94956—
SolventWaterHCID 962—
Product4-(3-Methyl-4-nitrophenyl)morpholineHCID 1126452895%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a DMSO solution (8 ml) of 4-fluoro-2-methyl-1-nitro-benzene (500 mg), potassium carbonate (668 mg) and morpholine (0.42 ml) were added, followed by stirring at 80° C. for 18 hours. This was cooled to room temperature, and water (30 ml) was added, followed by extraction with ethyl acetate (50 ml×2). The organic layer was washed with saturated aqueous sodium chloride solution, followed by drying over magnesium sulfate. After the magnesium sulfate was filtered off, the solvent was distilled off under reduced pressure, to obtain the desired compound as a yellow solid (680 mg, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022205B2
Source datasetuspto-grants-2011_09
ORD IDord-c96970a1d30d412fbad3d297832e48a9
Source noteuspto-grants-2011_09