Bulletin of the Chemical Society of Japan

The Base-catalyzed Condensation of o-Nitropropiophenone

T Sakan, S Hayashi, T Miwa

Index: Sakan,T. et al. Bulletin of the Chemical Society of Japan, 1972 , vol. 45, p. 1485 - 1491

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Citation Number: 2

Abstract

Treatment of o-nitropropiophenone with sodium acetylide in liquid ammonia at− 70° C gave a yellow phenol, C 18 H 18 O 3 N 2, as a major product. The permanganate oxidation of the phenol gave 2-(1-carbamoylethyl)-2-methyl-3-indolinone, which was synthesized independently. From this result and the spectral data, the structure of the phenol was postulated to be 1-(o-hydroxyphenyl) derivative of the above indolinone. The neutral ...

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