Reacción #81761

Ecuación de reacción

water

2,4,6-triiodophenol

potassium carbonate

3,3-diphenylpropyl bromide

→

solid

Rendimiento 48.2%

3,3-Diphenyl-1-(2,4,6-triiodophenoxy)propane

Rendimiento 48.2%

Disolventes

dimethylformamide

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled
2. 2
   Temperaturawas heated at 60° C. for 24 hrs
3. 3
   TemperaturaThe mixture was then cooled
4. 4
   OtroThe product was purified by silica gel chromatography (2.5% ethyl acetate-hexanes)
5. 5
   Otrofollowed by recrystallization from hexanes

Procedimiento

A mixture of 2,4,6-triiodophenol (0.78 g, 1.65 mmol) and potassium carbonate (0.25 g, 1.82 mmol, 1.1 eq) in 5 ml of dimethylformamide was heated at 60° C. for 1 hr, cooled and then 3,3-diphenylpropyl bromide (0.5 g, 1.82 mmol) was added. After stirring for 30 minutes at room temperature the mixture was heated at 60° C. for 24 hrs. The mixture was then cooled, poured into water and the crude product was isolated by ethyl acetate extraction. The product was purified by silica gel chromatography (2.5% ethyl acetate-hexanes) followed by recrystallization from hexanes to give 0.53 g (48%) of a solid. Mp: 120°-121° C.

Fuente