Product Application

The benzilic acid rearrangement is formally the 1,2-rearrangement of 1,2-diketones to form α-hydroxy–carboxylic acids using a base. This reaction receives its name from the reaction of benzil with potassium hydroxide to form benzilic acid.

Benzilic acid is used in the manufacture of glycollate pharmaceuticals including clidinium, dilantin, flutropium, and mepenzolate which are antagonists of the muscarinic acetylcholine receptors.

1. If the reaction mixture is heated to boiling, large quantities of benzohydrol are obtained. The temperature reached by heating on the steam bath is about 85–90°.

2. The high purity of the product obtained by this procedure really makes recrystallization unnecessary. Should further purification be desired it is best effected by crystallization from benzene. It may also be accomplished by crystallizing from hot water with the use of animal charcoal or by dissolving in alkali and reprecipitating by means of hydrochloric acid.

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