Methyl iodide → HCID 178480905, compound

HRID 328641Notes

Reaction equation

HRID 328641 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][O:7][CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:4][CH:3]=1.C[I:24].[C:25](#N)C>CCOCC>[I-:24].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][O:7][CH:8]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:9][N+:10]2[CH:14]=[CH:13][N:12]([CH3:25])[CH:11]=2)=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 6342AcetonitrileHCID 21443302HCID 21443302, compound

Product 1

HCID 178480905HCID 178480905, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 6.6 parts of 1-[β-(p-chlorobenzyloxy)phenethyl]imidazole, 4.2 parts of methyl iodide and 24 parts of acetonitrile is stirred and refluxed for 4 hours. Upon the addition of 80 parts of ether, the quaternary salt is precipitated. It is filtered off and crystallized from a mixture of 24 parts of acetone and 24 parts of diisopropyl ether, yielding 5 parts of 1-[β-(p-chlorobenzyloxy)phenethyl]-3-methylimidazolium iodide; mp. 112° C.

Workup

  1. temperaturerefluxed for 4 hours
  2. customthe quaternary salt is precipitated
  3. filtrationIt is filtered off
  4. customcrystallized from a mixture of 24 parts of acetone and 24 parts of diisopropyl ether

Sources & evidence

ORD record
ord-9f1cff0c1c8e4614aa48bce1f5a142f9
Source dataset
uspto-grants-1977_04
Patent number
US04017631

Reaction notes

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