Chapter 23.10, Problem 17P

Interpretation Introduction

a)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered α,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the α-carbon of the donor and the β- carbon of the unsaturated acceptor.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

Interpretation Introduction

b)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered α,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the α-carbon of the donor and the β- carbon of the unsaturated ester.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown.