Baeyer–Drewsen indigo synthesis

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Template:Short description The Baeyer–Drewsen indigo synthesis (1882) is an organic reaction in which indigo is prepared from 2-nitrobenzaldehyde and acetone[1][2] The reaction was developed by von Baeyer and Viggo Drewsen in 1880 to produce the first synthetic indigo at laboratory scale. This procedure is not used at industrial scale.[3]

Baeyer-Drewson indigo synthesis
Baeyer-Drewson indigo synthesis

The reaction is classified as an aldol condensation. As a practical route to indigo, this method was displaced by routes from aniline.[4]

Mechanism

Mechnaism of the Baeyer-Drewsen Indigo Synthesis
Mechnaism of the Baeyer-Drewsen Indigo Synthesis

Note

In the English literature this reaction is sometimes called Baeyer–Drewson reaction, although the author of the original paper was spelled Drewsen.

References

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External links

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  4. Elmar Steingruber "Indigo and Indigo Colorants" Ullmann's Encyclopedia of Industrial Chemistry 2004, Wiley-VCH, Weinheim. Script error: No such module "doi".