Thionyl Chloride → HCID 13923990, Verbindung
Reaktionsgleichung
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[C:17]([CH3:18])=[C:16]([Cl:19])[CH:15]=[CH:14][C:7]=1[O:8][CH:9]([CH3:13])[C:10](O)=[O:11]>>[Cl:5][C:6]1[C:17]([CH3:18])=[C:16]([Cl:19])[CH:15]=[CH:14][C:7]=1[O:8][CH:9]([CH3:13])[C:10]([Cl:3])=[O:11]Komponenten
3
Versuchsvorschrift
Thionyl chloride (17.9 g; 0.15 mole) was added to 12.5 g (0.05 mole) of 2-(2,4-dichloro-3-methylphenoxy)-propionic acid, and the mixture was heated under reflux for 3 hours. The excess of thionyl chloride was distilled off from the reaction mixture to give 14.2 g of crude 2-(2,4-dichloro-3-methylphenoxy)propionyl chloride. A solution of 14.2 g of the crude chloride in 50 ml of diethyl ether was added dropwise to a mixture of 4.65 g (0.05 mole) and 40 g (0.05 mole) of a 5% aqueous solution of sodium hydroxide with stirring over the course of 15 minutes. The mixture was then stirred at room temperature for 1 hour. The precipitated solid was collected by filtration, washed with water and dried. Recrystallization from hexane yielded 10.7 g of the desired product as colorless needles. Yield: 66.0%; melting point 147.5 to 148.0° C.