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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2195659Generated: November 1, 2026

Dimethylformamide → 1-(4-fluoro-2-nitrophenyl)piperidine

https://huagongshe.com/reaction/2195659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPiperidineHCID 8082—
Reactant2,5-DifluoronitrobenzeneHCID 67767—
SolventWaterHCID 962—
Product1-(4-fluoro-2-nitrophenyl)piperidineHCID 273743494.2%

Reaction Steps

Piperidine (320 μl, 3.23 mmol, commercially available product) was added at room temperature to an N,N-dimethylformamide (DMF; 0.5 ml) solution of 1,4-difluoro-2-nitrobenzene (225 mg, 1.41 mmol, commercially available product). The resulting mixture was stirred for two 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=12/1). Thus, 1-(4-fluoro-2-nitrophenyl)piperidine (298 mg, 94.2%) was yielded as an orange-colored oily material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338362B2
Source datasetuspto-grants-2012_12
ORD IDord-6ff39a89daa749e7ab0b0f82480b8e42
Source noteuspto-grants-2012_12