Reactions of N-aryl nitrogen oxides. 1. Selective ortho chlorination in the reactions of aryl nitrones and amine oxides with thionyl chloride or phosgene

D Liotta, AD Baker, S Goldstein…

Index: Liotta,D. et al. Journal of Organic Chemistry, 1974 , vol. 39, # 18 p. 2718 - 2722

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Citation Number: 11

Abstract

[tlO] hex-3-ene (2b) with Dimethyl Acetylenedicarboxylate. To a Pyrex tube was added 316 mg of 2b and 228 mg of DMAD. The tube was flushed with argon and sealed. The reaction mixture was heated in an oil bath at 170'for 24 hr. Nmr analysis, by comparing the bridgehead to total methoxyl hydrogens of the crude product, reveals an 87% yield of 9. The product was purified first by molecular distillation and then by vapor phase ...