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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887982Generated: October 31, 2026

Water → HCID 16046080, compound

https://huagongshe.com/reaction/1887982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-IodopropaneHCID 33643—
ReactantHCID 57445555HCID 57445555—
SolventAcetonitrileHCID 6342—
ProductHCID 16046080HCID 1604608046.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 4-[3-fluoro-5-(methylsulfonyl)phenyl]piperidine (0.5 g, 1.94 mmol) in acetonitrile (5 ml) was added potassium carbonate (0.53 g, 3.83 mmol) and 1-iodopropane (0.189 ml, 1.94 mmol) and the mixture was heated with microwave irradiation for 20 min at 150° C. The mixture was cooled to ambient temperature and water (50 ml) was added. The aqueous residue was extracted with ethylacetate (3×50 ml) and the combined organic phases was dried, concentrated, and purified by flash column chromatography (ethylacetate/methanol, 1:1) to give the title compound (0.27 g, 46%). The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 187-189° C. MS m/z (relative intensity, 70 eV) 299 (M+, 3), 271 (15), 270 (bp), 147 (5) 133 (5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501777B2
Source datasetuspto-grants-2013_08
ORD IDord-5ac554114ef04c91bd0dad93b1080858
Source noteuspto-grants-2013_08