Benzoic acid, 4-(acetyloxy)- → p-Acetoxybenzoyl chloride

Participants

Reaction Steps

After heating and refluxing 1.4 g (8.0 mmol) of 4-acetoxybenzoic acid and 6 ml of thionyl chloride, surplus thionyl chloride was removed, and 4-acetoxybenzoic acid chloride was obtained. Then, a mixed solution of 1.7 g of the hydrazide obtained in Step 1, 1 ml of pyridine and 15 ml of dioxane was added to the 4-acetoxybenzoic acid chloride and the mixture was heated and refluxed for two hours. After the reaction was completed, 2.6 g (7.0 mmol) of dihydrazide was obtained by pouring a 50 ml solution of salt, filtering and cleaning the crystals which had deposited, by water and methanol.

Provenance & Evidence