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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2163694Generated: October 27, 2026

Pyridine → 4-(3-Phenylpropyl)piperidine-1-carbonyl chloride

https://huagongshe.com/reaction/2163694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosgeneHCID 6371—
Reactant4-(3-Phenylpropyl)piperidineHCID 87678—
SolventTolueneHCID 1140—
Product4-(3-Phenylpropyl)piperidine-1-carbonyl chlorideHCID 22750805—

Reaction Steps

Phosgene is passed into 150 ml. of dry toluene at 0° C. until 17 g. of gas has been absorbed. The cooling bath is removed, and to the phosgene solution is added, dropwise, with stirring, during 1 hour, a solution prepared from 27.6. g. of 4-(3-phenylpropyl)piperidine, and 12.3 ml. of pyridine and 100 ml. of toluene. After the end of the addition, the reaction mixture is stored at ambient temperature for 16 hours. At this point, the reaction mixture is filtered, and the filtrate is evaporated in vacuo, leaving 39 g. of the title compound in crude state. The product is contaminated with toluene, but it is sufficiently pure for coupling with alkenesulfonamides.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04136180
Source datasetuspto-grants-1979_01
ORD IDord-28078992c44240d6853e00ddc1e0a362
Source noteuspto-grants-1979_01