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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745320Generated: October 30, 2026

Potassium Carbonate → 1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(3-phenylpropyl)piperidine hydrochloride

https://huagongshe.com/reaction/745320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(3-Phenylpropyl)piperidineHCID 87678—
Reactant3-(3-Chloropropyl)-6-fluorobenzo[d]isoxazoleHCID 10910880—
CatalystPotassium IodideHCID 4875—
SolventDimethylformamideHCID 6228—
Product1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(3-phenylpropyl)piperidine hydrochlorideHCID 1331985475.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 40 ml of dimethylformamide was added 4.06 g of 4-(3-phenylpropyl)piperidine, 3.4 g of 3-(3-chloropropyl)-6-fluoro-1,2-benzisoxazole, 10 g of milled potassium carbonate, and 0.01 g of potassium iodide. After stirring at 90° C. for three hrs, the mixture was cooled, filtered and the filtrate was evaporated to an oil. The oil was stirred with 100 ml of water for ten mins and then extracted with ether. The ether extract was washed with water (2×), saturated sodium chloride solution and dried over anhydrous magnesium sulfate. After filtering, the solution was acidified to pH 1 with ethereal hydrogen chloride. The resultant precipitate was collected and dried to give 5.0 g (60%) of product, mp 95° C. Recrystallization from ethyl acetate/methanol (5:1) gave the analytical sample, mp 136°-137° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04598152
Source datasetuspto-grants-1986_07
ORD IDord-ce6c6adfff2a451a801d0f595c4ea8ec
Source noteuspto-grants-1986_07