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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099094Generated: October 26, 2026

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

https://huagongshe.com/reaction/2099094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2,5-DichloronitrobenzeneHCID 6977—
ReactantPiperidineHCID 8082—
SolventWaterHCID 962—
Product1-(4-Chloro-2-nitrophenyl)piperidineHCID 28531896.4%

Reaction Steps

Piperidine (660 μl, 6.66 mmol, commercially available product) was added at room temperature to an N,N-dimethylformamide (DMF; 1 ml) solution of 1,4-dichloro-2-nitrobenzene (390 mg, 2.03 mmol, commercially available product). The resulting mixture was stirred for 18.5 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 (30 g, hexane/ethyl acetate=10/1). Thus, 1-(4-chloro-2-nitrophenyl)piperidine (471 mg, 96.4%) 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-f4280a94034f43cdab6af48d5d2fa757
Source noteuspto-grants-2009_08