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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72330Generated: October 30, 2026

Potassium Carbonate → 1-[3-(4-Benzyloxy-phenyl)-isoxazol-5-ylmethyl]-piperidin-4-ol

https://huagongshe.com/reaction/72330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPiperidin-4-olHCID 79341—
ReactantMethanesulfonic acid 3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl esterHCID 59667381—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product1-[3-(4-Benzyloxy-phenyl)-isoxazol-5-ylmethyl]-piperidin-4-olHCID 46893780—

Reaction Steps

Methanesulfonic acid-3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl ester (150 mg, 0.42 mmol), 4-hydroxypiperidine (64 mg, 0.63 mmol), potassium carbonate (87 mg, 0.63 mmol), and TBAI (96 mg, 0.26 mmol) were placed in 10 ml of DMF and stirred at room temperature overnight. The completion of the reaction was confirmed by LC, and then a crude solid compound obtained from distillation of the DMF under reduced pressure was extracted with ethyl acetate and water. The ethyl acetate was distilled off under reduced pressure to obtain a white solid compound. The compound was recrystallized from methylene chloride:MeOH (9:1) to obtain 1-[3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl]-piperidin-4-ol as a white solid compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828992B2
Source datasetuspto-grants-2014_09
ORD IDord-9e99c9c601a74a2eb500d37040d2a407
Source noteuspto-grants-2014_09