Reacción #1447095

Ecuación de reacción

Phosphorus oxychloride

tin(IV) chloride

N-(4-bromo-3-methoxy-phenyl)-acetamide

4-ethylbenzoic acid

→

N-[4-Bromo-2-(4-ethyl-benzoyl)-5-methoxy-phenyl]-acetamide

Disolventes

dichloromethane

1,2-dichloroethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otromaintains below 35° C
2. 2
   TemperaturaThe resulting mixture is heated
3. 3
   Temperaturaat reflux temperature overnight
4. 4
   workup.ADDITIONpoured
5. 5
   Otroonto crushed ice
6. 6
   Otrothe organic phase is separated
7. 7
   Lavadowashed with 10% NaOH in water and water
8. 8
   SecadoThe organic phase is dried (sodium sulphate)
9. 9
   Otrothe solvent is removed
10. 10
    Otrothe residue is triturated with methanol
11. 11
    Otroto give the product

Procedimiento

Phosphorus oxychloride (17 mL) and tin(IV) chloride (5 mL) are successively added to a suspension of N-(4-bromo-3-methoxy-phenyl)-acetamide (5.0 g) and 4-ethylbenzoic acid (4.4 g) in 1,2-dichloroethane at such a rate that the temperature maintains below 35° C. The resulting mixture is heated at reflux temperature overnight. Then, the mixture is diluted with dichloromethane and poured onto crushed ice. After stirring the aqueous mixture for 30 min, the organic phase is separated and washed with 10% NaOH in water and water. The organic phase is dried (sodium sulphate), the solvent is removed and the residue is triturated with methanol to give the product.

Fuente