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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410276Generated: November 3, 2026

Dimethylformamide → 1-[2-nitro-4-(trifluoromethyl)phenyl]pyrrolidine

https://huagongshe.com/reaction/2410276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPyrrolidineHCID 31268—
Reactant4-Fluoro-3-nitrobenzotrifluorideHCID 67778—
SolventWaterHCID 962—
Product1-[2-nitro-4-(trifluoromethyl)phenyl]pyrrolidineHCID 277575399.3%

Reaction Steps

Pyrrolidine ((983 μl, 12.0 mmol, commercially available product) was added at 0° C. to a N,N-dimethylformamide (DMF; 4 ml) solution of 1-fluoro-2-nitro-4-(trifluoromethyl)benzene (1.02 g, 4.89 mmol, commercially available product). The resulting mixture was warmed to room temperature and stirred for 4.5 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 (50 g, hexane/ethyl acetate=5/1). Thus, 1-[2-nitro-4-(trifluoromethyl)phenyl]pyrrolidine (1.26 g, 99.3%) was yielded as an orange-colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816089B2
Source datasetuspto-grants-2014_08
ORD IDord-00871bc5d4f44951be967fea37134eaa
Source noteuspto-grants-2014_08