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Show how cyclohexanone might be converted to the following δ- diketone .

Short Answer

Expert verified

Organic conversion is the method of converting one functional group compound to another, e.g., converting the amide functional group to the carboxylic acid group.

This method is used to make a particular functional group compound with the help of a substrate and a particular reagent.

Step by step solution

01

Organic Conversion

Organic conversion is the method of converting one functional group compound to another, e.g., converting the amide functional group to the carboxylic acid group.

This method is used to make a particular functional group compound with the help of a substrate and a particular reagent.

02

Conversion of cyclohexanone to δ- diketone 

Cyclohexanone on reacting with base pyrrolidine in the presence of acid forms 1-cyclohexnylpyrrolidine.

Cyclohexnylpyrrolidine nucleophile (Michael donor) reacts to the βcarbon atom of an α,βunsaturated system of but-3-en-2-one(Michael acceptor) by 1,4-addition to give an enolate ion.

Protonation occurs on oxygen to give an enol which on tautomerization changes to keto form, thus getting the desired δ- diketone product 2-(3-oxobutyl)cyclohexanone.

Formation of 2-(3-oxobutyl)cyclohexanone

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