Formaldehyde → 3,5-Di-tert-butyl-4-hydroxybenzaldehyde

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Reaction Steps

A 500 ml reaction flask fitted with a mechanical stirrer, heating mantle, thermometer and water-cooled condenser was charged with 100 ml of glacial acetic acid and 17 ml of water. To the stirred solution there were added 30.8 g (0.4 mole) of ammonium acetate, 48.7 g of 37% formalin (0.60 mole formaldehyde) and 11.8 g (0.05 mole) of 3,5-ditert.butyl-4-hydroxybenzyl alcohol. The reaction flask was equipped with a take-off head to remove the methanol which is present in commercially available formalin. The mixture was refluxed (100°-2°) for 2 hours. The cooled mixture was poured on a vacuum filter and the product cake was washed with water. After drying, there was obtained 8.0 g of crystalline 3,5-ditert.butyl-4-hydroxybenzaldehyde, m.p. 191°-93° (68.4%).

Provenance & Evidence