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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280897Generated: October 25, 2026

Potassium Iodide → 4-Acetyl-1-[3-(6-fluoro-1,2-benzisoxazol-3-yl)propyl]-4-phenylpiperidine hydrochloride

https://huagongshe.com/reaction/280897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Acetyl-4-phenylpiperidineHCID 101521—
Reactant3-(3-Chloropropyl)-6-fluorobenzo[d]isoxazoleHCID 10910880—
SolventDimethylformamideHCID 6228—
Product4-Acetyl-1-[3-(6-fluoro-1,2-benzisoxazol-3-yl)propyl]-4-phenylpiperidine hydrochlorideHCID 1331987466.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 35 ml of dimethylformamide was added 4.06 g of 4-acetyl-4-phenylpiperidine, 5.0 g of 3-(3-chloropropyl)-6-fluoro-1,2-benzisoxazole, 10 g of milled anhydrous potassium carbonate, and a few crystals of potassium iodide. After stirring at 80° C. for two hrs, the mixture was filtered. The filtrate was evaporated and the residue was stirred with 100 ml of water and then extracted into ether. The ether solution was washed with water (2x), saturated sodium chloride solution and dried over anhydrous magnesium sulfate. After filtering, the solution was acidified with ethereal hydrogen chloride and the resultant precipitate was collected and dried to yield 5.5 g (66%) of product, mp 170° C. (dec). Three recrystallizations from ethyl acetate:methanol (9:1) gave the analytical sample, mp 200°-203° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04591586
Source datasetuspto-grants-1986_05
ORD IDord-6332ce465b774c06a53dba44d46967da
Source noteuspto-grants-1986_05