arndt eistert reaction mechanism

Arndt-Eistert Reactions

→ Carboxylic acid condensed with thionyl-chloride,an acid carboxylic is converted into chlorideform.
   
     R-COOH      +  SOCl2        →      R-COCl
  carboxylic acid  thionyl-chloride     acetylcloride form

→ the acid chloride  is allowed to react with diazomethane to obtain diazomethylchloride.
  
           R-COCl       +     CH2N2                    →                 R-COClN2
   acetyl chloride   diazomethane        diazomethyl chloride    
         form

→ the diazoketone on decompostion with silver oxide in the presence of water yields higher homologues of an acid.
    
          
           

→  if the reaction is carried out in the presence of ammonia,amide is obtained.

→  further if the reaction is carried out in presence of alcohol,an ester is obtained.

                                                       step 1

                                                       step 2

                                                 mechanism

                              reaction of acyl group with amine and alcohol

 

 

 

 

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