a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown. b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given. Concept introduction: In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product. In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product. To give: a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product. b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.

Question

Provide the reasonable steps to achieve the following synthesis.

Answer 1

Question

Chapter 23.SE, Problem 71AP

Interpretation Introduction

Interpretation:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given.

Concept introduction:

In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product.

In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product.

To give:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.

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Answer 2

Question

Chapter 23.SE, Problem 71AP

Interpretation Introduction

Interpretation:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given.

Concept introduction:

In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product.

In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product.

To give:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.

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Answer 3

Question

Chapter 23.SE, Problem 71AP

Interpretation Introduction

Interpretation:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given.

Concept introduction:

In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product.

In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product.

To give:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.

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Answer 4

Question

Chapter 23.SE, Problem 71AP

Interpretation Introduction

Interpretation:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given.

Concept introduction:

In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product.

In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product.

To give:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.

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Answer 5

Chapter 23.SE, Problem 71AP

Interpretation Introduction

Interpretation:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given.

Concept introduction:

In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product.

In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product.

To give:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.

Answer 6

Chapter 23.SE, Problem 71AP

Interpretation Introduction

Interpretation:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given.

Concept introduction:

In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product.

In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product.

To give:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.

Answer 7

Chapter 23.SE, Problem 71AP

Interpretation Introduction

Interpretation:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given.

Concept introduction:

In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product.

In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product.

To give:

a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product.

b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.

Answer 8

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Answer 19

Ch. 23.1 - Prob. 1P Ch. 23.1 - Prob. 2P Ch. 23.3 - Prob. 3P Ch. 23.3 - Prob. 4P Ch. 23.4 - Prob. 5P Ch. 23.4 - 1-Butanol is prepared commercially by a route that...Ch. 23.4 - Prob. 7P Ch. 23.5 - Prob. 8P Ch. 23.6 - Prob. 9P Ch. 23.6 - What product would you Expect to obtain from base...

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