Synthesis of N-methyl-2-trichloroacetylpyrrole - a key building block in peptides that bind DNA: micro-, semimicro-, and macro-scale organic lab experiments

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From: Journal of Chemical Education(Vol. 73, Issue 11)
Publisher: American Chemical Society Division of Chemical Education
Document Type: Article
Length: 65 words

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Abstract :

Friedel-Crafts acylation can be introduced to organic chemistry students through the synthesis of n-methyl-2-trichloroacetylpyrrole, one of the peptide building blocks being explored for anticancer and antiviral abilities. The acylation does not require a Lewis Acid catalyst because N-methylpyrrole is an electron-rich heterocycle and involves liquid reagents that become a crystalline solid when combined, fascinating students. The experiment procedures for micro-, macro- and semimicro-scale are provided.

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Gale Document Number: GALE|A18837286