SYNTHESIS OF PHENYLPYRUVIC ACID
- Place 10.3g (0.05 mol) of a-acetamidocinnamic acid and 200 ml of 1 m hydrochloric acid in a 500-ml round-bottomed flask and
boil the mixture steadily under reflux for 3 hours.
- Remove a small quantity of
green oil by rapidly filtering the hot reaction mixture through a small plug of
cotton wool loosely inserted into the stem of a preheated glass filter funnel,
cool the filtrate to room temperature
and leave it at °C for 48 hours.
- Collect the crystalline product by filtration,
wash it with a small quantity of ice-cold water and dry it in a vacuum
desiccator over anhydrous calcium chloride and potassium hydroxide pellets.
- The
yield of phenylpyruvic acid, which is sufficiently pure for most purposes, is
4.4 g, m.p. 157 °C (decomp.).
- A further 1.7g of product of comparable purity
(total yield 74%) separates from the aqueous acidic filtrate when this is set
aside at °C for about one week.
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