Hydrochloric Acid → 2-[4-(4-Chlorophenoxy)-phenoxy]-propanol

Participants

Reaction Steps

A solution of 22.5 g (0.077 mol) of (±)-2-[4-(4-chlorophenoxy)-phenoxy]-propionic acid (CRL 40299) in 150 ml of anhydrous diethyl ether is run over the course of 1 hour 30 minutes into a suspension of 6.6 g (0.173 mol) of LiAlH4 in 50 ml of anhydrous diethyl ether. Thereafter the reflux is maintained for 1 hour 30 minutes, the excess hydride is neutralised with ethyl acetate and the complex is hydrolysed with dilute hydrochloric acid. The organic phase is decanted, washed with water and dilute sodium hydroxide solution and gives, after drying over dry sodium sulphate and evaporation of the solvent, 21.4 g of a crystalline white mass, which is insoluble in water.

Provenance & Evidence