Baeyer–Drewsen indigo synthesis explained

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 in 1880 to produce the first synthetic indigo at laboratory scale. This procedure is not used at industrial scale.[3]

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

Note

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

External links

Notes and References

  1. Darstellung von Indigblau aus Orthonitrobenzaldehyd . Adolf Baeyer, Viggo Drewsen . . 15 . 2 . 2856–2864 . 1882 . 10.1002/cber.188201502274 .
  2. Indigo – 100 Jahre industrielle Synthese . Helmut Schmidt . . 31 . 3 . 121–128 . 1997 . 10.1002/ciuz.19970310304 .
  3. Web site: Johannes Pfleger, Chemist . dead . https://web.archive.org/web/20140524025035/https://history.evonik.com/sites/geschichte/en/personalities/pfleger-johannes/pages/default.aspx . 2014-05-24 . 2022-12-04 . Evonik Industries.
  4. Elmar Steingruber "Indigo and Indigo Colorants" Ullmann's Encyclopedia of Industrial Chemistry 2004, Wiley-VCH, Weinheim.