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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449909Generated: October 30, 2026

Potassium Carbonate → N-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidinyl]propyl]phthalimide

https://huagongshe.com/reaction/1449909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-3-BromopropylphthalimideHCID 21611—
Reactant3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 849421—
SolventAcetonitrileHCID 6342—
ProductN-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidinyl]propyl]phthalimideHCID 15816943—

Reaction Steps

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (6.44 g, 29.1 mmole), K2CO3 (6.4 g, 46 mmol), N-(3-bromopropyl)phthalimide (8.4 g, 31 mmol) in acetonitrile (150 ml) was heated at reflux for 3.5 hours. The insolubles were filtered. The solvent was removed at reduced pressure and the residue was purified by silica gel column chromatography to give N-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propyl]phthalimide as a white solid. Recrystallization from ethanol yielded 9.8 g (83%) of off-white crystals, m.p.=129°-130° C. ANALYSIS: Calculated for C22H22FN3O3 : 67.89%C 5.44%H 10.31%N Found: 67.49%C 5.38%H 10.13%N

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05599821
Source datasetuspto-grants-1997_02
ORD IDord-3ad685de9cf545d49b43d1991ddf6c37
Source noteuspto-grants-1997_02