Rosenmund reduction

Rosenmund reduction

The Rosenmund reduction is a chemical reaction that reduces an acid halide to an aldehyde using hydrogen gas over palladium-on-carbon poisoned with barium sulfate. [cite journal
author = Rosenmund, K. W.
title = Über eine neue Methode zur Darstellung von Aldehyden. 1. Mitteilung
journal = Chemische Berichte
year = 1918
volume = 51
pages = 585–593
doi = 10.1002/cber.19180510170
] [cite journal
author = Rosenmund, K. W., Zetzsche, F.
title = Über die Beeinflussung der Wirksamkeit von Katalysatoren, 1. bis 5.
journal = Chemische Berichte
year = 1921
volume = 54
pages = 425–437; 638–647; 1092–1098; 2033–2037; 2038–2042
doi =
] [Mosettig, E.; Mozingo, R. "Org. React." 1948, "4", 362. (Review)] The reaction was named after Karl Wilhelm Rosenmund.

The catalyst must be poisoned because otherwise the catalyst is too active and will reduce the acid chloride to a primary alcohol.

Diisobutylaluminium hydride (DIBALH) can also reduce acid chlorides to aldehydes.

ee also

* Grundmann aldehyde synthesis

References

Further reading

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