Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2073314Generated: October 26, 2026

Sodium Hydroxide → 2-(5-Chloropentyl)pyridine

https://huagongshe.com/reaction/2073314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantThionyl ChlorideHCID 24386—
Reactant2-PyridinepentanolHCID 14347478—
Reactant4'-Nitro-N-[4-(3-pyridinyl)butyl][1,1'-biphenyl]-4-carboxamideHCID 19857964—
SolventDichloromethaneHCID 6344—
Product2-(5-Chloropentyl)pyridineHCID 14750830—

Reaction Conditions

Temperature-5 °C

Reaction Steps

A solution of 4 1 mL of thionyl chloride in 30 mL of dichloromethane was added over 10 minutes to a stirred solution of 6.65 g of 2-pyridinepentanol in 60 mL of dichloromethane maintained at -5° C. After the addition was complete. the mixture was stirred at room temperature for 17 hours, then was rechilled to 5° C. as 150 ml of 1N NaOH was added droPwise over 10 minutes. The layers were separated and the aqueous layer was extracted with 75 mL of dichloromethane. The organic layers were washed with brine, then were combined. dried (K2CO3) and evaporated to yield 7.4 g of 2-(5-chloropentyl)pyridine as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04916145
Source datasetuspto-grants-1990_04
ORD IDord-15f1aabf880e4491b5bebbf6b6ab11e1
Source noteuspto-grants-1990_04