Ethyl -Phthalimidoocetoacetate Ethylene Thioketal.-Ester II (5 g, 0.018 mol) and 2.7 g (0.028 mol) of ethanedithiol were dissolved in CHC13 and 5.8 ml of BF3-etherate was added. The solution was stirred 3 hr at 25°, then was washed with NaHCOg solution, dried, and concentrated. After long standing it partly crystallized from ¿-Pr20, 3.1 g, mp 71-72°. Anal. (CieHuXOJSa) C, , N, S.Pyrrolidine-2,4-dione 4-Ethylene Ketal (XIV).-NaOMe (0.32 g, 0.006 mol) wTas added to a solution of 2 g of XI (0.006 mol) and 0.23 g (0.007 mol) of NH2OH in MeOH. The solution turned pale yellow', then bright yellow, orange and, after 15 min, red. Shortly afterwards a solid precipitated. After 16 hr, the solid Xa salt of Ar-hydroxyphthalimide (0.6 g) was filtered, the filtrate was diluted with a large volume of i-Pr20 and more Na salt (0.25 g) was removed. The filtrate was concentrated giving 1.5 g of crude XIV, as an oil. This material slowly recrystallized and was then sublimed in vacuo and recrystallized from f-Pr20, to give 0.7 g of XIV, mp 98-101°. The compound shows a typical lactam absorption in the ir at 5.92 µ. Anal. (CeHgNOs) C, , N.
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