4-Methylpyridine → HCID 56766387, compound

HRID 2279694Notes

Reaction equation

HRID 2279694 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[I:8][CH2:9][CH2:10][CH2:11][CH2:12]I>O1CCOCC1>[I-:8].[CH2:9]([N+:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)[CH2:10][CH2:11][CH2:12][N+:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1.[I-:8]

Participants

4

Reactant 2

HCID 79634-MethylpyridineHCID 123371,4-Diiodobutane

Product 1

HCID 56766387HCID 56766387, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4-methylpyridine (1.02 g) and 1,4-diiodobutane (1.55 g) in 5 mL of dioxane was refluxed for 8 hours. The obtained salt was precipitated with diethyl ether and filtered. The precipitate was washed with ether and dried under vacuum to provide Compound 5 in 91% yield. This product was used without any further purification. The structure of Compound 5 is given below:

Workup

  1. temperaturewas refluxed for 8 hours
  2. customThe obtained salt was precipitated with diethyl ether
  3. filtrationfiltered
  4. washThe precipitate was washed with ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-58c76c2bac2c4fc59da16625c48ab742
Source dataset
uspto-grants-2015_09
Patent number
US09133343B2

Reaction notes

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