Methylparaben → Methyl 4-(3-chloropropoxy)benzoate

Participants

Reaction Steps

A mixture of 30.4 g (0.2 mole) of methyl-4-hydroxybenzoate*, 63 g (0.4 mole) of 1-bromo-3-chloropropane and 82.9 g (0.6 mole) of anhydrous potassium carbonate in 1 liter of acetone was heated at reflux for 20 hr. The mixture was cooled, filtered and the filtrate concentrated to give an oil as residue. The oil crystallized when triturated with cold petroleum ether (30°-60° C.). The solid was collected by filtration and recrystallized from petroleum ether (60°-110° C.) to yield 42.9 g (94%) of title compound as a white solid, mp 56.5°-59° C.

Provenance & Evidence