PHYSICAL ORGANIC CHEMISTRY: STEGLICH ESTERIFICATION

Mechanism of the Steglich Esterification

DCC (dicyclohexylcarbodiimide) and the carboxylic acid are able to form an O-acylisourea intermediate, which offers reactivity similar to the corresponding carboxylic acid anhydride:

The alcohol may now add to the activated carboxylic acid to form the stable dicyclohexylurea (DHU) and the ester:

What is the possibility of this reaction esterifying completely in aqueous solution

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One Comment

  1. Otache A.
    February 21, 2020
    Reply

    this reaction will probably need a carboxylic group as feed stock depending on the source.

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