Selective decarbethoxylation of ethyl 1, 4-dimethyl-3-(ethoxycarbonyl)-1H-pyrrole-2-acetate in 85% phosphoric acid

M Zinic, J Kuftinec, H Hofman, F Kajfez…

Index: Zinic, M.; Kuftinec, J.; Hofman, H.; Kajfez, F.; Meic, Z. Journal of Organic Chemistry, 1985 , vol. 50, # 5 p. 697 - 700

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Abstract

Heating 1 for 10 min in 85% phosphoric acid at 90" C produced 5 in a 34% isolated yield. Results of GC monitoring at 80" C (Figure 1) revealed a profile consistent with at least two parallel pathways, one resulting in the fast formation of 5 in the initial period and another leading to 4, presumably via the intermediate 2. The monoacid 2 can be isolated from the reaction mixture after heating for 20 min at 80" C. However, neither of the possible ...