Methyl Bromide → HCID 86737150, compound

HRID 1856239Notes

Reaction equation

HRID 1856239 reaction equation
[C:1]1([CH2:7][N:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=3)[N:10]=[CH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:20][CH3:21]>C(#N)C>[Br-:20].[OH:19][C:16]1[CH:15]=[CH:14][C:13]([C:11]2[N:10]([CH3:21])[CH2:9][NH+:8]([CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH:12]=2)=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 6323Methyl BromideHCID 12833692HCID 12833692, compound

Product 1

HCID 86737150HCID 86737150, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Through a stirred and refluxing mixture of 5.5 parts of 4-[1-(phenylmethyl)-1H-imidazol-4-yl]phenol and 120 parts of acetonitrile, gaseous bromomethane is bubbled till the solution is clear. Stirring at reflux is continued for 2 hours while gaseous bromomethane is still introduced. The solvent is evaporated and the solid residue is triturated in 2-propanone. The product is filtered off and dried, yielding 7.5 parts of 4-(4-hydroxyphenyl)-3-methyl-1-(phenylmethyl)-1H-imidazolium bromide.

Workup

  1. temperaturerefluxing
  2. customis bubbled till the solution
  3. stirringStirring
  4. temperatureat reflux
  5. additionis still introduced
  6. customThe solvent is evaporated
  7. customthe solid residue is triturated in 2-propanone
  8. filtrationThe product is filtered off
  9. customdried

Sources & evidence

ORD record
ord-f8cab903efe14c5ca8c9a70b3f61f024
Source dataset
uspto-grants-1980_08
Patent number
US04218458

Reaction notes

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