Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419450Generated: October 25, 2026

Piperidine → 1-{2-[2-Fluoro-5-(methyloxy)-4-nitrophenyl]ethyl}piperidine

https://huagongshe.com/reaction/419450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant5-Ethenyl-4-fluoro-2-nitrophenyl methyl etherHCID 59452963—
SolventIsopropanolHCID 3776—
Product1-{2-[2-Fluoro-5-(methyloxy)-4-nitrophenyl]ethyl}piperidineHCID 5945297157%

Reaction Conditions

Temperature180 °C

Reaction Steps

To 5-ethenyl-4-fluoro-2-nitrophenyl methyl ether (1.0 g, 5.1 mmol) in 10 mL of iPrOH was added, piperidine (1.3 g, 15.2 mmol). The mixture was heated to 180° C. 17 min in the microwave. The solvent was rotovaped down and the crude product was purified by flash chromatography to give the title compound of step C (0.81 g, 2.87 mmol, 57%). 1H NMR (400 MHz, CDCl3) δ ppm 7.59 (d, J=8.97 Hz, 1H), 7.01 (d, J=5.86 Hz, 1H), 3.92 (s, 3H), 2.82-2.88 (m, 2H), 2.53-2.58 (m, 2H), 2.40-2.48 (m, 4H), 1.55-1.61 (m, J=5.49, 5.49, 5.49, 5.49 Hz, 4H), 1.40-1.47 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093239B2
Source datasetuspto-grants-2012_01
ORD IDord-a73dc098bef64953b5c0ae0f25e85840
Source noteuspto-grants-2012_01