Sodium Hydroxide → 4-(4-Oxo-4-phenylbutoxy)benzoic acid ethylene acetal

Participants

Reaction Conditions

Reaction Steps

Methyl 4-(4-oxo-4-phenylbutoxy)benzoate ethylene acetal (27.0 g), denatured alcohol (90 mls), water (90 ml) and sodium hydroxide (9.0 g, 0.225 moles) were heated at reflux for 3 hours. The mixture was cooled to 20° C., diluted with water (250 ml) and extracted with toluene (2×250 ml). The aqueous phase was acidified with concentrated hydrochloric acid (35 ml) and the precipitate filtered, washed with water and dried to give 4-(4-oxo-4-phenylbutoxy)benzoic acid ethylene acetal (21.1 g, 70% from 4-chlorobutyrophenone).

Provenance & Evidence