Acetone → HCID 54533151, compound

Participants

Reaction Steps

A solution of 50 g. 3-hydroxy-2-nitrotoluene (Pfaltz & Bauer, NO9200), and 30 ml benzyl bromide in acetone is treated with excess potassium carbonate and refluxed for 21/2 hours. The reaction is filtered and the solvent is removed in vacuo. The resulting ether is distilled. This compound (24 g.) is added to a solution of potassium ethoxide (4 g. potassium in ethanol) in ethyl ether (350 ml) and refluxed for 18 hours. The solvent is removed in vacuo and the remaining oil is treated with 1N NaOH at room temperature for 1 hour. The mixture is washed with ether (twice), acidified with hydrochloric acid yielding the desired product.

Provenance & Evidence