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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222249Generated: October 29, 2026

Toluene → HCID 24803440, compound

https://huagongshe.com/reaction/222249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantEthyl AcetateHCID 8857—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 392871—
SolventWaterHCID 962—
ProductHCID 24803440HCID 24803440—

Reaction Steps

To a mixture of 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (5.0 g) and toluene (50 mL) was added CDI (3.9 g), followed by stirring at room temperature for 3 hours. Then, N′-hydroxybenzenecarboxyimidate (3.3 g) was added thereto, followed by stirring for 1.5 hours and then heating and refluxing for 2 hours. After leaving to be cooled, to the reaction liquid were added ethyl acetate and water, and the organic phase was separated. The organic phase was washed with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. To the residue were added hexane and ethyl acetate, and the resulting solid was collected by filtration to obtain tert-butyl 4-(3-phenyl-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate (5.46 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207199B2
Source datasetuspto-grants-2012_06
ORD IDord-65ce7df8dc2a409a8a4a4695a0cd0a6e
Source noteuspto-grants-2012_06