Chlorosuccinimide → 4-[4-(1-Adamantyl)-2-chlorophenoxy]-butyric acid

Participants

Reaction Conditions

Reaction Steps

3.22 g of N-chlorosuccinimide are added to a solution of 7 g of 4-[4-(1-adamantyl)-phenoxy]-butyric acid in 40 ml of absolute dimethylformamide whilst stirring in an anhydrous atmosphere at 0°C. The mixture is then stirred for a further 15 minutes at 0°C, 30 minutes at about 25°C and 9 hours at 50°C. The reaction solution is cooled to 0°C, filtered and treated with 40 ml of ice water. The precipitate formed is filtered off and washed with ice water. It is then recrystallised twice from ethanol. 4-[2-Chloro-4-(1-adamantyl)-phenoxy]-butyric acid of melting point 164°-166°C is thus obtained.

Provenance & Evidence