Pyridine → Butylpyridinium chloride

HRID 263367Notes

Reaction equation

HRID 263367 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:7]([Cl:11])[CH2:8][CH2:9][CH3:10].O1CCOCC1>[N+](C)([O-])=O>[Cl-:11].[CH2:7]([N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 1049PyridineHCID 8005Butyl ChlorideHCID 312751,4-Dioxane

Product 1

HCID 2734171Butylpyridinium chloride

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

Pyridine and excess n-butyl chloride were heated under reflux in nitromethane for 24 hours and then cooled, and the reaction solution was poured into dioxane, thereby precipitating the crystals formed. Thus, crude crystals of butylpyridinium chloride (BPC) were obtained. These were purified by recrystallizing them in methanol/dioxane solvent two or three times and then fully dried in vacuum.

Workup

  1. temperaturecooled
  2. customprecipitating the crystals
  3. customformed

Sources & evidence

ORD record
ord-d7990f7b93cc4b68a753a37835072594
Source dataset
uspto-grants-1997_07
Patent number
US05643490

Reaction notes

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