Reacción #346839

Ecuación de reacción

dimethylformamide

3-phenylpropyl thiol

p-fluoroacetophenone

potassium carbonate

→

p-(3-phenylpropylthio)acetophenone

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturareflux temperature for approximately 24 hours
2. 2
   TemperaturaThe reaction mixture is cooled
3. 3
   Extracciónextracted with methylene chloride
4. 4
   LavadoThe extract is washed with water
5. 5
   Secadoa solution of 2 N sodium hydroxide, dried over anhydrous sodium sulfate
6. 6
   Otroevaporated in vacuo
7. 7
   OtroThe residue is recrystallized from isopropyl alcohol

Procedimiento

A mixture of 174.6 grams (1.15 mole) of 3-phenylpropyl thiol, 158.8 grams (1.15 mole) of p-fluoroacetophenone and 158.8 grams (1.15 mole) of potassium carbonate in 500 ml. of dry dimethylformamide is stirred at its reflux temperature for approximately 24 hours. The reaction mixture is cooled, water added and extracted with methylene chloride. The extract is washed with water, a solution of 2 N sodium hydroxide, dried over anhydrous sodium sulfate and evaporated in vacuo. The residue is recrystallized from isopropyl alcohol to yield the desired p-(3-phenylpropylthio)acetophenone having a m.p. of 76°-8° C.

Fuente