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Urech Cyanohydrin Method

(Ultée Cyanohydrin Method)

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr638

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Urech Cyanohydrin Method. Comprehensive Organic Name Reactions and Reagents. 638:2852–2855.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The preparation of cyanohydrin by means of the treatment of the carbonyl compounds (aldehydes and ketones) with either alkali cyanide in the presence of acetic acid or anhydrous hydrogen cyanide in the presence of a basic catalyst, the preparation under the former condition is known as the Urech cyanohydrin method, whereas the latter condition with basic catalyst is referred to as the Ultée cyanohydrin method. The study finds that aldehydes are more reactive than ketones in this reaction. In addition, the reversibility of this reaction is affected by the pH, therefore the relative amounts of epimeric aldoses can be controlled during the related Kiliani-Fischer cyanohydrin synthesis. This is a general method for the preparation of cyanohydrin derivatives.

Keywords:

  • acetaldehyde;
  • cyanohydrin;
  • propionaldehyde;
  • trimethylchlorosilane