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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2786Generated: October 26, 2026

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

https://huagongshe.com/reaction/2786

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 numberUS05731331
Source datasetuspto-grants-1998_03
ORD IDord-0c09083e2b874221ab0a6e445f536398
Source noteuspto-grants-1998_03