Reaction #1755455

ord-f73855ed2b2f431fbfae61338204e495

Reaction equation

O=S(=O)(c1ccccc1)c1ccc(-n2cnc3ccccc32)cc1
1-(4′-phenylsulfonylphenyl)benzimidazole
C[O+](C)C.F[B-](F)(F)F
trimethyloxonium tetrafluoroborate
CCO
ethanol
Cn1c[n+](-c2ccc(S(=O)(=O)c3ccccc3)cc2)c2ccccc21.F[B-](F)(F)F
1-(4′-phenylsulfonylphenyl)-3-methylbenzimidazolium tetrafluoroborate
Yield 80.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Filtrationthe precipitate which forms is filtered off
  2. 2
    Washwashed with cold petroleum ether

Procedure

A solution of 1-(4′-phenylsulfonylphenyl)benzimidazole (6.7 g, 20 mmol) in dichloromethane (100 ml) is admixed at −10° C. with trimethyloxonium tetrafluoroborate (3.3 g, 22 mmol) and stirred under argon for 16 h. After adding ethanol, the precipitate which forms is filtered off and washed with cold petroleum ether. Yield: 80%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07989091B2uspto-grants-2011_08