1-Bromo-3-chloropropane → N-[4-(3-Chloropropoxy)phenyl]carbamic acid ethyl ester

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Reaction Steps

A mixture of 6.6 g (0.036 mole) of (4-hydroxyphenyl)carbamic acid ethyl ester, 11.5 g (0.072 mole) of 1-bromo-3-chloropropane, 13.8 g (0.10 mole) of anhydrous potassium carbonate and 150 ml of acetone was heated at reflux for 21 hr. The mixture was cooled and filtered. The filtrate was concentrated under reduced pressure to give a solid residue. The solid was triturated with petroleum ether (30°-60° C.) collected by filtration and recrystallized from isopropanol to yield 7.7 g (83%) of white solid, m.p., 91°-93° C.

Provenance & Evidence