Reacción #91508

Ecuación de reacción

NaHCO3

(4-fluorophenyl)(2-(4-methoxyphenyl)-1-(phenylsulfonyl)-1H-imidazol-4-yl)methanone

tetrabutyl ammonium fluoride

→

(4-Fluorophenyl)(2-(4-methoxyphenyl)-1H-imidazol-4-yl)methanone

Rendimiento 90.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted by ethyl acetate (100 mL)
2. 2
   SecadoThe organic layer was dried over magnesium sulfate
3. 3
   Concentraciónconcentrated
4. 4
   OtroThe residue was recrystallized from water and methanol
5. 5
   Otroto give a white solid

Procedimiento

To a solution of (4-fluorophenyl)(2-(4-methoxyphenyl)-1-(phenylsulfonyl)-1H-imidazol-4-yl)methanone (11cb, 872 mg, 2.0 mmol) in THF (20.0 mL) was added 1.0 M tetrabutyl ammonium fluoride (4.0 mL, 4.0 mmol) and stirred overnight. The reaction mixture was diluted by 50 mL of saturated NaHCO3 solution (aqueous) and extracted by ethyl acetate (100 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was recrystallized from water and methanol to give a white solid. Yield: 90%; mp 245-247° C.

Fuente