Acetic Acid → N-(4-Hydroxyphenyl)glycine

Participants

Reaction Conditions

Reaction Steps

To a solution in 120 g of acetic acid and 113.5 g of 95% sulfuric acid, of acetamidoglycolic acid obtained from 1 mole of glyoxylic acid, are added in 2 hours, 376 g (4 moles) of phenol in solution in 120 g of acetic acid, keeping the temperature below 5° C, then allowing to stand for 16 hours at room temperature. 1 liter of water is then added and it is boiled under reflux for 4 hours to hydrolyse the N-acyl derivative. After cooling to 20° C, the pH is brought to 1.5 with ammonia, the excess of phenol is extracted with 3 times 200 ml of butyl acetate. The aqueous phase concentrated at 1200 g is brought to pH 5.5 with ammonia, the precipitate formed is filtered, washed with water and dried.

Provenance & Evidence