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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1899196Generated: October 31, 2026

Potassium Carbonate → HCID 53898090, compound

https://huagongshe.com/reaction/1899196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactantp-ToluenesulfonateHCID 85570—
Reactant3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 849421—
SolventAcetonitrileHCID 6342—
ProductHCID 53898090HCID 5389809060%

Reaction Steps

(R)-Hydroxyburyl rosylate was prepared in a manner described by Ferreira et al., Tetrahedron, 46, pp. 6311-6318, (1990). To a solution of the tosylate (8.4 g, 34.2 mmol) in acetonitrile (120 ml) was added 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (7.5 g, 34.2 mmol) followed by milled potassium carbonate (7.1 g, 51.3 mmol) at room temperature under nitrogen. The reaction mixture was warmed to reflux for 2 hours and allowed to cool to room temperature. The solids were removed via filtration through a pad of Celite and were washed with EtOAc. The combined filtrates were concentrated to give the crude product. Purification via flash column chromatography (silica gel, 10% MeOH/EtOAc) afforded 6.0 g (60%) of the desired product as an oil which solidified on standing, m.p.: 82°-84° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05571814
Source datasetuspto-grants-1996_11
ORD IDord-5b2837b1e9c3402e9aa7f2503accaf8f
Source noteuspto-grants-1996_11