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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419456Generated: October 25, 2026

Morpholine → 4-{2-[2-Fluoro-5-(methyloxy)-4-nitrophenyl]ethyl}morpholine

https://huagongshe.com/reaction/419456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant5-Ethenyl-4-fluoro-2-nitrophenyl methyl etherHCID 59452963—
SolventIsopropanolHCID 3776—
Product4-{2-[2-Fluoro-5-(methyloxy)-4-nitrophenyl]ethyl}morpholineHCID 5945291664.1%

Reaction Conditions

Temperature180 °C

Reaction Steps

To 5-ethenyl-4-fluoro-2-nitrophenyl methyl ether (0.43 g, 2.2 mmol) in 10 mL of iPrOH was added, morpholine (0.56 g, 6.54 mmol). The mixture was heated to 180° C. 1.5 h in the microwave. The solvent was rotovaped down and the residue purified by flash chromatography to give the title compound of step A (0.4 g, 1.41 mmol, 64%). 1H NMR (400 MHz, CDCl3) δ ppm 7.62 (d, J=8.80 Hz, 1H), 6.99 (d, J=6.23 Hz, 1H), 3.94 (s, 3H), 3.70-3.75 (m, 4H), 2.87 (t, J=7.33 Hz, 2H), 2.58-2.66 (m, 2H), 2.49-2.56 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093239B2
Source datasetuspto-grants-2012_01
ORD IDord-5c4483d6321447f38bf22e91c9a0c130
Source noteuspto-grants-2012_01