Chapter 17, Problem 17.51P

Interpretation Introduction

(a)

Interpretation:

How to carry out the given transformation is to be shown.

Concept introduction:

Grignard reagents ($\text{RMgX}$) and alkyl lithium reagents ($\text{RLi}$) are strong nucleophiles as well as strong bases. They add to the electron-poor carbon of carbonyl, imine, and cyanide bonds. The nucleophilic part (${\text{R}}^{\text{-}}$) of the organometallic reagent shows a nucleophilic addition reaction with electrophilic carbon of imines. When imines are treated with the organometallic reagent such as the Grignard reagent ($\text{RMgX}$) or alkyl lithium ($\text{RLi}$) followed by an acidic workup, corresponding amines are formed. When nitriles are treated with an organometallic reagent such as the Grignard reagent ($\text{RMgX}$) or alkyl lithium ($\text{RLi}$) followed by an acidic workup, corresponding imines are formed. These nucleophilic addition reactions lead to the formation of a new $\text{C-C}$ bond.

Interpretation Introduction

(b)

Interpretation:

How to carry out the given transformation is to be shown.

Concept introduction:

Grignard reagents ($\text{RMgX}$) and alkyl lithium reagents ($\text{RLi}$) are strong nucleophiles as well as strong bases. They add to the electron-poor carbon of carbonyl, imine and cyanide bonds. The nucleophilic part (${\text{R}}^{\text{-}}$) of the organometallic reagent shows a nucleophilic addition reaction with electrophilic carbon of imines. When imines are treated with the organometallic reagent such as the Grignard reagent ($\text{RMgX}$) or alkyl lithium ($\text{RLi}$) followed by an acidic workup, corresponding amines are formed. When nitriles are treated with an organometallic reagent such as the Grignard reagent ($\text{RMgX}$) or alkyl lithium ($\text{RLi}$) followed by an acidic workup, corresponding imines are formed. These nucleophilic addition reactions lead to the formation of a new $\text{C-C}$ bond.