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Rosenmund Reaction

Rosenmund Reduction: Mechanism

The mechanism of the Rosenmund reduction is shown here for the reduction with lithium tri-tert-butoxyaluminum hydride.

Assuming an addition-elimination mechanism, a hydride ion is transferred from lithium tri-tert-butoxyaluminum hydride to the acyl chloride in the first step.

Fig.1

Subsequently, acid-catalyzed elimination of chloride takes place resulting in the aldehyde..

Fig.2
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