Benzene → m-(2,2-Dimethoxyethoxy)benzaldehyde

Participants

Reaction Steps

In 10 ml of 2-ethoxyethyl alcohol were dissolved 4.88 g of m-hydroxybenzaldehyde and 1.65 g of caustic soda. The resultant solution, after addition thereto of 7.4 g of bromoacetaldehyde dimethylacetal, was refluxed for 20 hours. The resultant reaction solution was cooled, mixed with benzene, washed once with water and then washed with a dilute alkali solution until the hydroxyaldehyde was completely removed. When the benzene solution was desiccated over anhydrous potassium carbonate and then distilled, there was obtained 3.6 g of m-formylphenoxyacetaldehyde dimethyl acetal (bp3 138° C.). By repeating this procedure faithfully by using o-hydroxybenzaldehyde, there were obtained o-formylphenoxyacetaldehyde dimethylacetal (bp5 147° C.) and γ-(p-formylphenoxy)-butylaldehyde dimethyl acetal (bp3 168° C.).

Provenance & Evidence