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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890043Generated: October 31, 2026

Water → HCID 22248397, compound

https://huagongshe.com/reaction/890043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 4-(methylsulfonyloxymethyl)piperidine-1-carboxylateHCID 2765838—
CatalystTetrabutylammonium IodideHCID 67553—
SolventMethyl SalicylateHCID 4133—
SolventDimethylformamideHCID 6228—
ProductHCID 22248397HCID 2224839765%

Reaction Conditions

Temperature100 °C

Reaction Steps

After dissolving 300 mg of 1-(tert-butoxycarbonyl)-4-(methanesulfonyloxymethyl)piperidine in 3 ml of N,N-dimethylformamide, 0.16 ml of methyl salicylate, 180 mg of anhydrous potassium carbonate and tetra n-butylammonium iodide (catalytic amount) were added and the mixture was stirred at 100° C. for 1.5 hours. Water was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (226 mg, 65% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995144B2
Source datasetuspto-grants-2006_02
ORD IDord-e96977a6d8474691874a1613b43463ab
Source noteuspto-grants-2006_02