Acetone → 2-(4-Fluorophenoxy)acetaldehyde

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-fluorophenoxyacetaldehyde diethyl acetal (30 g., 0.13 mole), acetone (150 ml.), water (150 ml.) and concentrated sulfuric acid (0.8 ml.) is stirred and heated at reflux for 16 hours. After cooling to 25° C., the reaction mixture is extracted with methylene chloride four times. The combined organic extract is washed with aqueous sodium bicarbonate, dried over magnesium sulfate, and filtered. Evaporation of the filtrate in vacuo leaves a residual oil which is distilled to provide the title compound as a colorless oil (19 g., 94%) bp0.05 70° C.; pmr (CCl4) δ4.37 (2H, d), 6.6-7.1 (4H, m) and 9.68 (H, t).

Provenance & Evidence