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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419480Generated: October 29, 2026

Piperidine → 1-{3-[3-(Methyloxy)-4-nitrophenyl]-2-propyn-1-yl}piperidine

https://huagongshe.com/reaction/419480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant4-(3-Chloro-1-propyn-1-yl)-2-(methyloxy)-1-nitrobenzeneHCID 59452905—
Solvent1,4-DioxaneHCID 31275—
Product1-{3-[3-(Methyloxy)-4-nitrophenyl]-2-propyn-1-yl}piperidineHCID 5945281296.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

To 4-(3-chloro-1-propyn-1-yl)-2-(methyloxy)-1-nitrobenzene (0.250 g, 1.1 mmol) in 10 mL of dioxane was added, piperidine (0.26 g, 3.1 mmol). The mixture was heated to 110° C. for 3 h. The mixture was purified by flash chromatography to give the title compound of step C (0.29 g, 1.06 mmol, 95%). 1H NMR (400 MHz, CDCl3) δ ppm 7.79 (d, J=8.42 Hz, 1H), 7.11 (d, J=1.47 Hz, 1H), 7.06 (dd, J=8.33, 1.56 Hz, 1H), 3.94 (s, 3H), 3.50 (s, 2H), 2.54-2.63 (m, 4H), 1.62-1.70 (m, 4H), 1.41-1.50 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093239B2
Source datasetuspto-grants-2012_01
ORD IDord-25fe9085c4744a05ae986f59fbf4ac23
Source noteuspto-grants-2012_01