Pyridine → HCID 12600797, compound

HRID 1596116Notes

Reaction equation

HRID 1596116 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:7]C[CH:9]([Cl:11])[CH3:10].Br[CH2:13]CCBr>O1CCCC1>[Br-:7].[Cl:11][CH2:9][CH2:10][CH2:13][N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 1049Pyridine2×HCID 80011,3-DibromopropaneHCID 181761-Bromo-2-chloropropane

Product 1

HCID 12600797HCID 12600797, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-(3-chloropropyl)pyridinium bromide was prepared by the reaction of pyridine and 1-bromo-2-chloropropane. Pyridine (66 mL, 64.35 grams, 0.81 moles), 1,3-dibromopropane (166.23 grams, 0.82 moles) and tetrahydrofuran (150 mL) were added to a 1 L, round bottom flask equipped with air condensers and a magnetic stirring plate. The reagents were allowed to react at room temperature for 4 days. The reaction became cloudy as precipitate accumulated. Solids were collected by vacuum filtration, resuspended in tetrahydrofuran (250 mL) and collected by vacuum filtration. Solids were dried under vacuum at 35° C. for 24 hours. Yield 63.64 grams (0.27 moles, 30%).

Workup

  1. customequipped with air condensers
  2. customto react at room temperature for 4 days
  3. filtrationSolids were collected by vacuum filtration
  4. filtrationcollected by vacuum filtration
  5. customSolids were dried under vacuum at 35° C. for 24 hours

Sources & evidence

ORD record
ord-ffcace989a1546578ac434db989c0e42
Source dataset
uspto-grants-2001_09
Patent number
US06290947B1

Reaction notes

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