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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099082Generated: October 27, 2026

Dimethylformamide → 4-(2-Nitro-4-(trifluoromethyl)phenyl)morpholine

https://huagongshe.com/reaction/2099082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMorpholineHCID 8083—
Reactant4-Fluoro-3-nitrobenzotrifluorideHCID 67778—
SolventWaterHCID 962—
Product4-(2-Nitro-4-(trifluoromethyl)phenyl)morpholineHCID 277579397.7%

Reaction Steps

Morpholine (190 μl, 2.17 mmol, commercially available product) was added at room temperature to an N,N-dimethylformamide (DMF; 0.5 ml) solution of 1-fluoro-2-nitro-4-(trifluoromethyl)benzene (209 mg, 1.00 mmol, commercially available product). The resulting mixture was stirred for three hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (20 g, hexane/ethyl acetate=3/1). Thus, 4-[2-nitro-4-(trifluoromethyl)phenyl]morpholine (270 mg, 97.7%) was yielded as an orange-colored oily material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569536B2
Source datasetuspto-grants-2009_08
ORD IDord-9e3a4eb34d8442449a7f41d5d3870fd7
Source noteuspto-grants-2009_08