Question

Show how to synthesize the following amines from the indicated starting materials by acylation–reduction.

(a) N-butylpiperidine from piperidine

(b) N-benzylaniline from anilinea

Short answer

(a)

(b)

Step-by-step solution

Introduction

Acylation is the process of adding acyl group to a compound. After getting intermediate compound by acylation, LiAlH4 act as a reducing agent, it is a strong reducing agent used to reduce aldehyde, ketones ,carboxylic acids, esters.

(a)

When piperidine and butyryl chloride react an intermediate is form, which on further reduction by LiAlH4 gives N-butylpiperidine.

(b)

When aniline and benzoyl chloride react an intermediate is form, which on further reduction by LiAlH4 gives N-benzylaniline.