Reimer-Tiemann Reaction : Mechanism, Application, Examples

The Reimer-Tiemann reaction is an organic transformation that converts a phenol into an 2-hydroxy benzaldehyde using chloroform, a base, and an acid work-up at last step.

Reimer-Tiemann Reaction

Reimer-Tiemann Reaction Mechanism:

The reaction commences with removing a proton from chloroform by the base, forming a trichlorocarbanion. This intermediate, however, spontaneously eliminates a chloride ion, generating a neutral dichlorocarbene. Simultaneously, the base deprotonates the phenol reagent, rendering it reactive. The deprotonated phenol then proceeds to attack the dichlorocarbene. Subsequent sequential steps, followed by an acid work-up, form the desired o-hydroxy benzaldehyde product.

Reimer-Tiemann reaction product is o-hydroxy benzaldehyde. Reimer-Tiemann reaction of phenol is well known Name reaction in organic chemistry. neutral dichlorocarbene is intermediate of Reimer-Tiemann reaction.

Reimer Tiemann Reaction Application:

Reimer Tiemann Reaction Examples:

Related Reactions:

  1. Vilsmeier–Haack formylation


  1. Reimer-Tiemann Formylation – sciencedirect
  2. The Reimer-Tiemann Reaction – pubs.acs

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