Baeyer–Drewson indigo synthesis

The Baeyer–Drewson indigo synthesis (1882) is an organic reaction in which indigo is prepared from 2-nitrobenzaldehyde and acetone [1][2]

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.[3]

Mechanism
Baeyer-Drewson indigo synthesis mechanism

Note

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

References
  1. Adolf Baeyer, Viggo Drewsen (1882). "Darstellung von Indigblau aus Orthonitrobenzaldehyd". Berichte der deutschen chemischen Gesellschaft. 15 (2): 2856–2864. doi:10.1002/cber.188201502274.
  2. Helmut Schmidt (1997). "Indigo – 100 Jahre industrielle Synthese". Chemie in Unserer Zeit. 31 (3): 121–128. doi:10.1002/ciuz.19970310304.
  3. Elmar Steingruber "Indigo and Indigo Colorants" Ullmann's Encyclopedia of Industrial Chemistry 2004, Wiley-VCH, Weinheim. doi: 10.1002/14356007.a14_149.pub2
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