Author Topic: Prep of Isatoic anhydride from phthalimide  (Read 1112 times)

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Acme

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Prep of Isatoic anhydride from phthalimide
« on: November 29, 2001, 06:27:00 PM »
Org prep and proc Int vol 14 no 3 1982

(from some Indian guys, so take it with a grain of salt)

To a stirred mix phthalimide (147 g 1 mol) crushed ice 400g water 250 mL in 5 L beaker was added slowly by dropping funnel 40 g NaOH in 350 mL water, most of phthalimide dissolved

to the soln at 0 C was added gradually 950 mL 1 M sodium hypochlorite solution over 20 min w/ stirring maintain 4-6 C.

After 15 min acidify conc HCl to pH 6 and stir slurry for 1.5 hr ppt collected and washed with water until washings were colorless and dried at 40-50 C to give 136-140 g isatoic anhydride (85-88%) mp 240-242