Reaction #1547447

ord-ea85bd6abccd47ed8b0e9fa74b593449

Reaction equation

COc1ccc(CCl)cc1
p-methoxybenzyl chloride
CN(C)c1ccccc1
N,N-dimethylaniline
[F][Sb-]([F])([F])([F])([F])[F].[Na+]
sodium hexafluoroantimonate
COc1ccc(C[N+](C)(C)c2ccccc2)cc1.[F][Sb-]([F])([F])([F])([F])[F]
titled compound
COc1ccc(C[N+](C)(C)c2ccccc2)cc1.[F][Sb-]([F])([F])([F])([F])[F]
N-(p-methoxybenzyl)-N,N-dimethylanilinium hexafluoroantimonate

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherAfter the reaction
  2. 2
    Otherthe solvent was evaporated in vacuo and ether/water
  3. 3
    workup.ADDITIONwas added to the residue
  4. 4
    Extractionto extract unreacted reactans in the etherial layer
  5. 5
    workup.ADDITIONTo the aquous layer containing the ammonium chloride
  6. 6
    Filtrationfiltered
  7. 7
    Washwashed
  8. 8
    Otherdried

Procedure

4,698 g (0.03 mol) of p-methoxybenzyl chloride and 3,638 g (0.03 mol) of N,N-dimethylaniline were reacted in 40 ml of methanol at 40° C. for 3 days. After the reaction, the solvent was evaporated in vacuo and ether/water was added to the residue to extract unreacted reactans in the etherial layer. To the aquous layer containing the ammonium chloride was added 7.77 g (0.03 mol) of sodium hexafluoroantimonate. The resulting crystals were suction filtered, washed and dried to give the titled compound.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05070161uspto-grants-1991_12