Reaktion #1447095

Reaktionsgleichung

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

Lösungsmittel

dichloromethane

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigemaintains below 35° C
2. 2
   TemperaturThe resulting mixture is heated
3. 3
   Temperaturat reflux temperature overnight
4. 4
   workup.ADDITIONpoured
5. 5
   Sonstigeonto crushed ice
6. 6
   Sonstigethe organic phase is separated
7. 7
   Waschenwashed with 10% NaOH in water and water
8. 8
   TrocknenThe organic phase is dried (sodium sulphate)
9. 9
   Sonstigethe solvent is removed
10. 10
    Sonstigethe residue is triturated with methanol
11. 11
    Sonstigeto give the product

Vorschrift

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.

Quelle