Chapter 23, Problem 23.70P

Interpretation Introduction

(a)

Interpretation:

The synthesis of a given compound from $3-$ pentanone is to be shown.

Concept introduction:

The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of a molecule with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer to Problem 23.70P

The formation of the given product from $3-$ pentanone is given below.

Explanation of Solution

A chemical equation for the given synthesis is shown below.

Figure 1

The formation of a given product by using $3-$ pentanone involves the two steps. These two steps are shown below.

Figure 2

Figure 3

The first step of the reaction involves the bromination of $3-$ pentanone in the presence of ${\text{CH}}_{\text{3}}\text{COOH}$ to form $2-$ bromopentane $-3-$ one. It further reacts with ethyl amine and undergoes $S_{\text{N}}2$ reaction to form the desired product. The name of the product is $2-$ (ethylamino) pentan-3-one.

Conclusion

The formation of the given product from $3-$ pentanone is shown in Figure 2 and Figure 3.

Interpretation Introduction

(b)

Interpretation:

The synthesis of a given compound from $3-$ pentanone is to be shown.

Concept introduction:

The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of a molecule with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer to Problem 23.70P

The synthesis of a given compound from $3-$ pentanone is shown below.

Explanation of Solution

A chemical equation for the given synthesis is shown below.

Figure 4

The formation of the given product by using $3-$ pentanone involves the three steps. These three steps are shown below.

Figure 5

Figure 6

Figure 7

The first step of the reaction involves the bromination of $3-$ pentanone in the presence of ${\text{CH}}_{\text{3}}\text{COOH}$ to form $2-$ bromopentane $-3-$ one. It further reacts with ${\text{Li}}_{\text{2}}{\text{CO}}_{\text{3}}$ in the presence of DMF to produce pent $-1-$ en $-3-$ one. In the last step, pent $-1-$ en $-3-$ one reacts with ${\text{NaBH}}_{\text{4}}$ in the presence of ${\text{CeCl}}_{\text{3}}.7{\text{H}}_{\text{2}}\text{O}$ to produce pent $-1-$ en $-3-$ ol.

Conclusion

The synthesis of a given compound from $3-$ pentanone is shown in Figure 5, Figure 6 and Figure 7.

Interpretation Introduction

(c)

Interpretation:

The synthesis of a given compound from $3-$ pentanone is to be shown.

Concept introduction:

The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of a molecule with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer to Problem 23.70P

The synthesis of a given compound from $3-$ pentanone is shown below.

Explanation of Solution

A chemical equation for the given synthesis is shown below.

Figure 8

The formation of a given product by using $3-$ pentanone involves the three steps. These three steps are shown below.

Figure 9

Figure 10

Figure 11

The first step of the reaction involves the bromination of $3-$ pentanone in the presence of ${\text{CH}}_{\text{3}}\text{COOH}$ to form $2-$ bromopentane $-3-$ one. It is followed by reaction with ${\text{Li}}_{\text{2}}{\text{CO}}_{\text{3}}$ in the presence of DMF to produce pent $-1-$ en $-3-$ one. In the last step, pent $-1-$ en $-3-$ one reacts with ${\left({\text{C}}_{\text{6}}{\text{H}}_{\text{5}}\right)}_{\text{2}}\text{CuLi}$ to give $1-$ phenylpentan $-3-$ one.

Conclusion

The synthesis of a given compound from $3-$ pentanone is shown in Figure 9, figure 10 and Figure 11.

Interpretation Introduction

(d)

Interpretation:

The synthesis of a given compound from $3-$ pentanone is to be shown.

Concept introduction:

The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of a molecule with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer to Problem 23.70P

The synthesis of a given compound from $3-$ pentanone is shown below.

Explanation of Solution

A chemical equation for the given synthesis is shown below.

Figure 12

The formation of a given product by using $3-$ pentanone involves the four steps. These four steps are shown below.

Figure 13

Figure 14

Figure 15

Figure 16

The first step of the reaction involves the bromination of $3-$ pentanone in the presence of ${\text{CH}}_{\text{3}}\text{COOH}$ to form $2-$ bromopentane $-3-$ one. It is followed by reaction with ${\text{Li}}_{\text{2}}{\text{CO}}_{\text{3}}$ in the presence of DMF to produce pent $-1-$ en $-3-$ one. In the third step, pent $-1-$ en $-3-$ one reacts with ${\left({\text{C}}_{\text{6}}{\text{H}}_{\text{5}}\right)}_{\text{2}}\text{CuLi}$ to give $1-$ phenylpentan $-3-$ one, which further reacts with ${\text{NaBH}}_{\text{4}}$ in the presence of ${\text{CeCl}}_{\text{3}}.7{\text{H}}_{\text{2}}\text{O}$ to produce $1-$ phenylpentan $-3-$ ol.

Conclusion

The synthesis of a given compound from $3-$ pentanone is shown in Figure 13, Figure 14, Figure 15 and Figure 16.