Methyl iodide → 4-Methoxymethyl-1-methyl-pyridinium iodide

HRID 21368Notes

Reaction equation

HRID 21368 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1.[CH3:10][I:11]>C(#N)C>[I-:11].[CH3:1][O:2][CH2:3][C:4]1[CH:9]=[CH:8][N+:7]([CH3:10])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 6428374-(Methoxymethyl)pyridine

Product 1

HCID 144422084-Methoxymethyl-1-methyl-pyridinium iodideYield 88%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 4.8 g (0.039 mol) of 4-methoxymethyl-pyridine in 25 ml of acetonitrile is mixed with 6.6 g (0.047 mol) of methyl iodide and stirred for 5 hours at ambient temperature. Then the partially precipitated quaternary salt is precipitated by the addition of ethyl acetate. 9.1 g (88% of theory) of 4-methoxymethyl-1-methyl-pyridinium iodide are obtained, m.p. 105°-108° C.

Workup

  1. customThen the partially precipitated quaternary salt is precipitated by the addition of ethyl acetate

Sources & evidence

ORD record
ord-5b2866a54c594fe0988446603115cc4e
Source dataset
uspto-grants-1995_06
Patent number
US05422353

Reaction notes

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