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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211485Generated: November 1, 2026

Acetonitrile → 6-Fluoro-3-[1-(3-phenoxypropyl)-4-piperidinyl]1,2-benzisoxazole

https://huagongshe.com/reaction/2211485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium CarbonateHCID 11430—
Reactant(3-Chloropropoxy)benzeneHCID 76917—
Reactant3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 849421—
SolventWaterHCID 962—
Product6-Fluoro-3-[1-(3-phenoxypropyl)-4-piperidinyl]1,2-benzisoxazoleHCID 1047332047%

Reaction Steps

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (4.0 g, 0.0182 mol), K2CO3 (3.0 g, 0.0218 mol), KI (100 mg), 3--chloropropoxybenzene (3,4 g, 0.0200 mol), and acetonitrile was stirred at reflux under nitrogen for 30 hours. The reaction was poured into water and the aqueous mixture was extracted with ethyl acetate. The ethyl acetate extract was washed with brine, dried with MgSO4 and concentrated to afford 6.2 g of a damp, being solid. The compound was recrystalized twice from ethanol to yield (47%) of 6-fluoro-3-[1-(3-phenoxypropyl)-4-piperidinyl]-1, 2-benzisoxazole as a light beige solid, m.p.=78°-80° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE039265E1
Source datasetuspto-grants-2006_09
ORD IDord-8fe248e599074d7a9f055c72544d44d1
Source noteuspto-grants-2006_09