Synthesis of all-cis-1-bromo-4, 7, 10, 13-nonadecatetraene: a precursor to C-1-labeled arachidonic acid

…, C Mioskowski, JP Noel, JP Beaucourt

Index: Heitz, Marie-Paule; Wagner, Alain; Mioskowski, Charles; Noel, Jean-Pierre; Beaucourt, Jean-Pierre Journal of Organic Chemistry, 1989 , vol. 54, # 2 p. 500 - 503

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Citation Number: 23

Abstract

1 was obtained in 82% yield from ethyl fluoroacetate and diethyl oxalate according to Bergmann et al., 8 mp 175-177" C dec. The protonated form of 1 was recovered by acidification to pH 1 with sulfuric acid and extraction with diethyl ether:'H NMR (CDC13, TMS) 6 1.37 (6 H, m, 2 OCH2CH3), 4.37 (4 H, m, 2 OCHzCH3),