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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977251Generated: October 25, 2026

Potassium Carbonate → 4-chloro-1-[4-(4-hydroxy-4-phenyl-1-piperidyl)butyl)-1H-pyrazole

https://huagongshe.com/reaction/1977251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1H-Pyrazole, 4-chloro-HCID 27524—
Reactant8-Hydroxy-8-phenyl-5-azoniaspiro[4,5]decaneHCID 15837498—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product4-chloro-1-[4-(4-hydroxy-4-phenyl-1-piperidyl)butyl)-1H-pyrazoleHCID 984062277.3%

Reaction Steps

A mixture of 15.0 g (48 mmol) of 8-hydroxy-8-phenyl-5-azoniaspiro[4,5]decane, 5.4 g (53 mmol) of 4-chloropyrazole and 13.2 g of potassium carbonate in 200 ml of dimethylformamide is heated at reflux for 20 hours. Evaporation to dryness is then carried out at reduced pressure, the residue is redissolved in chloroform and washing is carried out repeatedly with water. The organic phase is dried with anhydrous sodium sulfate and evaporation is carried out at reduced pressure, a crude product being obtained which is suspended in ethyl ether, which is filtered while cold and which is washed with ethyl ether. 12.4 g (37.1 mmol) of 4-chloro-1-[4-(4-hydroxy-4-phenyl-1-piperidyl)butyl)-1H-pyrazole are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06232329B1
Source datasetuspto-grants-2001_05
ORD IDord-67ba0e4458bf4cf0bef79ebf86abe078
Source noteuspto-grants-2001_05