Carboxylic acids react with two equivalents of organolytic followed by aqueous hydrolysis to form ketones.

 

acidos-carboxilicos-organometalicos
 
The reaction requires two equivalents of organolytic, the first deprotonates the acid group, while the second equivalent adds as a nucleophile to the carboxylic group.
 
The mechanism of the reaction occurs with the following stages:
 
Stage 1 . deprotonation of carboxylic acid
 
acidos-carboxilicos-organometalicos
 
Stage 2 . Nucleophilic attack of the organometallic to the carboxylic group
 
acidos-carboxilicos-organometalicos
 
Stage 3. Formation of the hydrate by hydrolysis of the salt
 
acidos-carboxilicos-organometalicos
 
Stage 4. Conversion of the hydrate to ketone by loss of water.
 
acidos-carboxilicos-organometalicos