Sodium Carbonate → (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)(phenyl)acetic acid

Participants

Reaction Steps

To a stirred mixture of phenylglycine (3.0 g, 20 mmoL) and :sodium carbonate (2.23 g, 21 mmoL) in 450 mL of water is added N-carbethoxyphthalimide (4.38 g, 20 mmoL). After 45 minutes, the reaction slurry is filtered. The filtrate is stirred and the pH adjusted to 1-2 with 4 N hydrochloric acid. After 1 hour, the resulting slurry is filtered and the solid washed with water. The solid is dried in vacuo (60° C.,<1 mm) to afford 2.88 g (51%) of cc-phthalimidophenylacetic acid, which can be alternatively named as N-phthaloylphenylglycine, as a white powder.

Provenance & Evidence