[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[CH:3]=1.C(N[CH2:15][C:16]([OH:18])=[O:17])(=O)C.C([O-])(=[O:21])C.[Na+].Cl>C(OC(=O)C)(=O)C.O>[CH3:9][O:8][C:4]1[CH:3]=[C:2]([CH2:1][C:15](=[O:21])[C:16]([OH:18])=[O:17])[CH:7]=[CH:6][CH:5]=1m-Anisaldehyde (25.9 g), N-acetylglycine (15.2 g) and sodium acetate (7.8 g) were heated together under reflux in acetic anhydride (50 ml) for 3/4 hour. The mixture was allowed to cool, water (150 ml) was added and the mixture was filtered to give the crude azlactone (27.7 g) m.p. 145°-150°. Hydrolysis with boiling 1 N hydrochloric acid (450 ml) followed by cooling and ether extraction afforded 3-methoxyphenylpyruvic acid as a pale yellow oily solid (6.3 g).
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