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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410270Generated: October 31, 2026

Dimethylformamide → 1-[2-Nitro-4-(trifluoromethyl)phenyl]piperidine

https://huagongshe.com/reaction/2410270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPiperidineHCID 8082—
Reactant4-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotolueneHCID 8462—
SolventWaterHCID 962—
Product1-[2-Nitro-4-(trifluoromethyl)phenyl]piperidineHCID 2775751—

Reaction Steps

Piperidine (5.50 ml, 55.5 mmol, commercially available product) was added at 0° C. to an N,N-dimethylformamide (DMF; 7 ml) solution of 1-chloro-2-nitro-4-(trifluoromethyl)benzene (5.00 g, 22.4 mmol, commercially available product). The resulting mixture was stirred for 40 minutes. 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 (200 g, hexane/ethyl acetate=8/1). Thus, 1-[2-nitro-4-(trifluoromethyl)phenyl]piperidine (6.13 g, quant.) was yielded as an orange-colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816089B2
Source datasetuspto-grants-2014_08
ORD IDord-5135d372cf1b417eaff8824c7b3d02f3
Source noteuspto-grants-2014_08