1-Hydrocarbyl-pyrrole-2-acetic acid derivatives and their produc

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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26032647, 2603265R, 26032662, C07D20734

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active

042383960

ABSTRACT:
5-Cyano-1-hydrocarbylpyrrole-2-acetic acid is converted to 5-acyl-1-hydrocarbylpyrrole-2-acetic acid by reaction with a Grignard reagent followed by hydrolysis. The cyano compound, novel per se, is produced by reacting 1-hydrocarbyl-2-(2',2',2'-trihalo-1'-hydroxyethyl)pyrrole with a cyanating reagent under basic conditions. The latter pyrrole is in turn formed by reacting 1-hydrocarbylpyrrole with trihaloacetaldehyde such as chloral, preferably in the presence of added organic acid catalyst.

REFERENCES:
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patent: 3803171 (1974-04-01), Carson
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Comptes Rendus, vol. 192, pp. 363-365, (1931).
Fischer et al., "Die Chemie des Pyrrols", pp. 209-212, (1943), pp. 260-265 (1943).
Blenn et al., J.A.C.S., vol. 76, pp. 37-39 (1954).
Kharasch et al., "Grignard Reactions of Nonmetallic Substances", pp. 767-845 (1954).
Carson et al., J. Org. Chem., vol. 42, pp. 1096-1098, (1977).
Muller, Methoden der Organischen Chemie, vol. 7/2a, p. 616 (1973).
Kharasch et al., "Grignard Reactions of Non-metallic Substances", pp. 948-960 (1954).

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