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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280889Generated: October 26, 2026

Potassium Iodide → 1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(N-propionylanilino)piperidine hydrochloride

https://huagongshe.com/reaction/280889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(N-Propionylaniline)piperidineHCID 259381—
Reactant3-(3-Chloropropyl)-6-fluorobenzo[d]isoxazoleHCID 10910880—
SolventDimethylformamideHCID 6228—
Product1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(N-propionylanilino)piperidine hydrochlorideHCID 1331986055%

Reaction Steps

A mixture of 9.8 g of 3-(3-chloropropyl)-6-fluoro-1,2-benzisoxazole, 10 g of 4-(N-propionylanilino)piperidine, 7.1 g potassium carbonate, and a few crystals potassium iodide in 125 ml of dimethylformamide was stirred at 75° C. for three hrs. The reaction mixture was cooled, filtered and concentrated to an oil. The oil was stirred with water and extracted with ether. The organic extracts were washed with water (2x), saturated sodium chloride solution and dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was treated with ethereal hydrogen chloride to give 10 g (55%) of product, mp 155°-160° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04591586
Source datasetuspto-grants-1986_05
ORD IDord-845f926ce49c462fbebd84dc604d4281
Source noteuspto-grants-1986_05