The synthesis of N-methyl-4-phenyl-piperidine that shows the necesaary reagents and isolated intermediates is to be shown. Concept introduction: The general steps involved in the formation of alcohol from ester are as follows. The first step is the nucleophilic attack of first equivalent of Grignard reagent. The second step involves the removal of the leaving group. The next step is the nucleophilic attack of second equivalent of Grignard reagent. The last step is the protonation of the intermediate formed above.

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Answer 1

Question

Chapter 22, Problem 52P

Interpretation Introduction

Interpretation:

The synthesis of N-methyl-4-phenyl-piperidine that shows the necesaary reagents and isolated intermediates is to be shown.

Concept introduction:

The general steps involved in the formation of alcohol from ester are as follows.

The first step is the nucleophilic attack of first equivalent of Grignard reagent.

The second step involves the removal of the leaving group.

The next step is the nucleophilic attack of second equivalent of Grignard reagent.

The last step is the protonation of the intermediate formed above.

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4. Provide a clear arrow-pushing mechanism for each of the following reactions. Do not skip proton transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted without ambiguity. a. 2. 1. LDA 3. H3O+ HO

b. H3C CH3 H3O+ ✓ H OH

2. Provide reagents/conditions to accomplish the following syntheses. More than one step is required in some cases. a. CH3

Answer 2

Question

Chapter 22, Problem 52P

Interpretation Introduction

Interpretation:

The synthesis of N-methyl-4-phenyl-piperidine that shows the necesaary reagents and isolated intermediates is to be shown.

Concept introduction:

The general steps involved in the formation of alcohol from ester are as follows.

The first step is the nucleophilic attack of first equivalent of Grignard reagent.

The second step involves the removal of the leaving group.

The next step is the nucleophilic attack of second equivalent of Grignard reagent.

The last step is the protonation of the intermediate formed above.

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Answer 3

Question

Chapter 22, Problem 52P

Interpretation Introduction

Interpretation:

The synthesis of N-methyl-4-phenyl-piperidine that shows the necesaary reagents and isolated intermediates is to be shown.

Concept introduction:

The general steps involved in the formation of alcohol from ester are as follows.

The first step is the nucleophilic attack of first equivalent of Grignard reagent.

The second step involves the removal of the leaving group.

The next step is the nucleophilic attack of second equivalent of Grignard reagent.

The last step is the protonation of the intermediate formed above.

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Answer 4

Question

Chapter 22, Problem 52P

Interpretation Introduction

Interpretation:

The synthesis of N-methyl-4-phenyl-piperidine that shows the necesaary reagents and isolated intermediates is to be shown.

Concept introduction:

The general steps involved in the formation of alcohol from ester are as follows.

The first step is the nucleophilic attack of first equivalent of Grignard reagent.

The second step involves the removal of the leaving group.

The next step is the nucleophilic attack of second equivalent of Grignard reagent.

The last step is the protonation of the intermediate formed above.

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Answer 5

Chapter 22, Problem 52P

Interpretation Introduction

Interpretation:

The synthesis of N-methyl-4-phenyl-piperidine that shows the necesaary reagents and isolated intermediates is to be shown.

Concept introduction:

The general steps involved in the formation of alcohol from ester are as follows.

The first step is the nucleophilic attack of first equivalent of Grignard reagent.

The second step involves the removal of the leaving group.

The next step is the nucleophilic attack of second equivalent of Grignard reagent.

The last step is the protonation of the intermediate formed above.

Answer 6

Chapter 22, Problem 52P

Interpretation Introduction

Interpretation:

The synthesis of N-methyl-4-phenyl-piperidine that shows the necesaary reagents and isolated intermediates is to be shown.

Concept introduction:

The general steps involved in the formation of alcohol from ester are as follows.

The first step is the nucleophilic attack of first equivalent of Grignard reagent.

The second step involves the removal of the leaving group.

The next step is the nucleophilic attack of second equivalent of Grignard reagent.

The last step is the protonation of the intermediate formed above.

Answer 7

Chapter 22, Problem 52P

Interpretation Introduction

Interpretation:

The synthesis of N-methyl-4-phenyl-piperidine that shows the necesaary reagents and isolated intermediates is to be shown.

Concept introduction:

The general steps involved in the formation of alcohol from ester are as follows.

The first step is the nucleophilic attack of first equivalent of Grignard reagent.

The second step involves the removal of the leaving group.

The next step is the nucleophilic attack of second equivalent of Grignard reagent.

The last step is the protonation of the intermediate formed above.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 22.1 - Prob. 1P Ch. 22.1 - Prob. 2P Ch. 22.1 - Prob. 3P Ch. 22.2 - Prob. 4P Ch. 22.4 - Prob. 5P Ch. 22.4 - Prob. 6P Ch. 22.4 - Prob. 7P Ch. 22.4 - Prob. 8P Ch. 22.4 - Prob. 9P Ch. 22.7 - Prob. 10P

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Chapter 22 Solutions