2',4'-Dihydroxyacetophenone → 4-[3-(4-Acetyl-3-hydroxyphenoxy)-2-hydroxypropoxy]benzonitrile

Participants

Reaction Steps

A solution of 2,4-dihydroxyacetophenone (15.2 g), p-cyano-phenylglycidyl ether (17.5 g) and benzyltrimethyl-ammonium hydroxide (10 drops of a 40% solution) in 2-ethoxyethanol (75 ml) was heated under relux for 48 hours. The solvent was then removed under reduced pressure to give a beige solid. This was triturated with a little ether and filtered to give a pale beige powder, (28.6 g). Recrystallization from ethanol yielded 1-(4-acetyl-3-hydroxy-phenoxy)- 2-hydroxy-3-(p-cyanophenoxy) propane as white needles, m.p. 161.5°-163° C.

Provenance & Evidence