p-Toluenesulfonic acid → 2-(5-Bromo-2-methoxyphenyl)-1,3-dioxane

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Reaction Steps

A solution of 5-bromo-o-anisaldehyde (25 g, 116 mmol), 1,3-propandiol (9 mL, 125 mmol), p-toluenesulphonic acid (0.1 g) in toluene (150 mL) was heated and water was azeotropically removed using a Dean-Stark water-separator. After 18 hours, the solution was washed with 5% Na2CO3 (100 ml), dried (K2CO3) and the solvent was removed under reduced pressure. The acetal was purified by vacuumdistillation and isolated as clear oil:

Provenance & Evidence