Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 21: Q36P-d (page 1129)

Show how you would accomplish the following synthetic transformations. You may use any necessary reagents.(d)γ-aminobutyricacid→pyrrolidine

Short Answer

Expert verified

Synthetic transformation for γ-aminobutyric acid to pyrrolidine is show as,

Step by step solution

01

Step-by-Step SolutionStep 1: Use of LiAIH4 reagent

LiAIH4is a strong reducing agent for polar double bonds, as it easily thought of as a source of H− . It will reduce aldehydes, ketones,esters, carboxylic acid chloride, carboxylic acids and even carboxylate salts to alcohols.

LiAIH4is also reduce the amide and nitriles to amine, In above reaction amide is reduce to amine.

02

Synthesis of pyrrolidine from gamma-aminobutyric acid

In gamma-aminno butyric acid the nitrogen attack on the carbonyl carbon of acid and there is a formation of cyclic amide in the first step and there is removal of water molecule.

In the second step cyclic amide is react with the strong reducing reagent LiAIH4andH2O then there is a formation of amine i.e. pyrrolidine.

Formation of pyrrolidine

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Show how you would use anhydrides to synthesize the following compounds. In each case, explain why an anhydride might be preferable to an acid chloride.

(c) phthalic acid monoamide

Show how you would accomplish the following synthetic transformations. You may use any necessary reagents.(c)pyrrolidine→N-acetylpyrrolidine

An unknown compound of the molecular formula C5H9NO gives the IR and NMR spectra shown here. The broad NMR peak at d 7.55 disappears when the sample is shaken with D2O . Propose a structure, and show how it is consistent with the absorptions in the spectra.

For each set of IR and NMR spectra, determine the structure of the unknown compound. Explain how your proposed structure fits the spectra.

(a) C3H5NO

(b) C5H8O2

What characteristics of the phenyl propanoate spectrum rule out an aldehyde or carboxylic acid functional group giving the absorption at 1730cm-1?
See all solutions

Recommended explanations on Chemistry Textbooks

Nuclear Chemistry

Read Explanation

Organic Chemistry

Read Explanation

Making Measurements

Read Explanation

Chemical Analysis

Read Explanation

Chemistry Branches

Read Explanation

The Earths Atmosphere

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free