Potassium Hydroxide → 2-[2-(4-Methoxyphenyl)ethenyl]-1,3-dimethyl-2,3-dihydro-1H-imidazol-1-ium iodide

HRID 435570Notes

Reaction equation

HRID 435570 reaction equation
[I-:1].[CH3:2][NH+:3]1[CH:7]=[CH:6][N:5]([CH3:8])[CH:4]1[CH3:9].[OH-].[K+].[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=1>C(O)C>[I-:1].[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[CH:9][CH:4]2[N:5]([CH3:8])[CH:6]=[CH:7][NH+:3]2[CH3:2])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 312444-MethoxybenzaldehydeHCID 70639049HCID 70639049, compound

Product 1

HCID 706384162-[2-(4-Methoxyphenyl)ethenyl]-1,3-dimethyl-2,3-dihydro-1H-imidazol-1-ium iodide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10 g of 1,2,3-trimethyl-1H-imidazolium iodide, 2.0 g of potassium hydroxide and 10 ml of 4-methoxybenzaldehyde is refluxed in 50 ml of absolute ethanol for 15 minutes during which time a precipitate is formed. The reaction mixture is cooled and the solid is filtered off. Crystallization from absolute ethanol yields 9.1 g of the title compound, melting point 289°-291° C.

Workup

  1. customis formed
  2. temperatureThe reaction mixture is cooled
  3. filtrationthe solid is filtered off
  4. customCrystallization from absolute ethanol

Sources & evidence

ORD record
ord-3b5df3e384de49fa84993fe7e1ed7b9c
Source dataset
uspto-grants-1977_02
Patent number
US04006137

Reaction notes

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