The Rearrangement of Substituted Acyl Amino Acids to Unsaturated Azlactones

JC Sheehan, WE Duggins

Index: Sheehan; Duggins Journal of the American Chemical Society, 1950 , vol. 72, p. 2475

Full Text: HTML

Citation Number: 6

Abstract

Ny-Bromocrotonyl-DL-phenylalanine (I) was prepared in 48% yield over-all from y- bromocrotonic acid by the acylation of phenylalanine with y-bromocrotonyl chloride in the presence of magnesium oxide. The y-bromocrotonyl chloride was obtained by rduxing y- bromocrotonic acid with thionyl chloride in petroleum ether. On standing at room temperature for five minutes in a mixture of acetic anhydride and pyridine y-bromocrotonyl ...