2-Acetylhydroquinone → HCID 54175761, compound

Participants

Reaction Steps

A solution of 2,5 -dihydroxyacetophenone (30.4 g), p-cyanophenylglycidyl ether (35.0 g) and benzyltrimethylammonium hydroxide (10 drops of a 40% solution) in 2-ethoxyethanol (150 ml) was heated under reflux for 72 hours. The solvent was then removed under reduced pressure to give a dark viscous oil which rapidly solidified. This solid was extracted with ether in a Soxhlet thimble and the ether then removed to give a yellow solid residue. This was triturated with a little ethanol, filtered off, washed with a little more ethanol and dried. Some further material was obtained by grinding the residue from the Soxhlet thimble and extracting it with boiling ether. Recrystallization from aqueous ethanol gave 1-(3-acetyl-4-hydroxyphenoxy)-2 -hydroxy-3-(p-cyano-phenoxy) propane as lemon-yellow needles m.p. 118°-120° C.

Provenance & Evidence