Reacción #4072

Ecuación de reacción

(S)-2-(5-chloro-6-methoxy-2-naphthyl)-propionic acid

→

(S)-2-(6-methoxy-2-naphthyl)propionic acid

Disolventes

sodium hydroxide

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónit is filtered
2. 2
   workup.ADDITIONdiluted with excess dilute hydrochloric acid
3. 3
   Extracciónextracted with methylene chloride
4. 4
   OtroThe organic phase is evaporated to dryness
5. 5
   Otrothe residue recrystallized from methylene chloride/hexane

Procedimiento

A solution of 1 g of (S)-2-(5-chloro-6-methoxy-2-naphthyl)-propionic acid in 20 ml of 10% aqueous sodium hydroxide solution at 90° C. is treated with 3 g of a nickel-aluminum alloy in small portions. After stirring the mixture for two hours, it is filtered, diluted with excess dilute hydrochloric acid and extracted with methylene chloride. The organic phase is evaporated to dryness and the residue recrystallized from methylene chloride/hexane to yield (S)-2-(6-methoxy-2-naphthyl)propionic acid after recrystallization.

Fuente