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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410282Generated: October 31, 2026

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

https://huagongshe.com/reaction/2410282

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 numberUS08816089B2
Source datasetuspto-grants-2014_08
ORD IDord-05e7a6c86f7747b1985ab09b9bffa4d4
Source noteuspto-grants-2014_08