Chapter 22.SE, Problem 45AP

Interpretation Introduction

a)

Interpretation:

The preparation of the compound shown using acetoacetic ester synthesis is to be given.

Concept introduction:

Acetoacetic ester synthesis converts an alkyl halide in to a methyl ketone having three more carbons. The methyl ketone part comes from acetoacetic eater while the remaining carbon comes from the primary alkyl halide. The reaction occurs in three steps i) enolate ion formation ii) S_N² attack of the enolate anion on the alkyl halide iii) hydrolysis and decarboxylation.

To give:

The preparation of the compound shown using acetoacetic ester synthesis.

Interpretation Introduction

b)

Interpretation:

The preparation of the compound shown using acetoacetic ester synthesis is to be given.

Concept introduction:

Acetoacetic ester synthesis converts an alkyl halide in to a methyl ketone having three more carbons. The methyl ketone part comes from acetoacetic eater while the remaining carbon comes from the primary alkyl halide. The reaction occurs in three steps i) enolate ion formation ii) S_N² attack of the enolate anion on the alkyl halide iii) hydrolysis and decarboxylation.

To give:

The preparation of the compound shown using acetoacetic ester synthesis.