Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 23: Q47E (page 783)

Propose a mechanism to account for the following reaction of an enamine with an alkyl halide:

Short Answer

Expert verified

The above reaction is the Stork Enamine Alkylation reaction.

Step by step solution

01

The reaction is start with the Sn2 mechanism by the displacement of Br- ion from enamine:

02

Tautomerism of ketoester:

03

Attack of enol on iminium ion:

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

What ketones or aldehydes might the following enones have been prepared from by aldol reaction?

Cinnamaldehyde, the aromatic constituent of cinnamon oil, can be synthesized by mixed aldol condensation. Show the starting materials you would use, and write the reaction.

Which of the following compounds would you expect to undergo aldol self-condensation? Show the product of each successful reaction.

(a) Trimethyl acetaldehyde

(b) Cyclobutanone

(c) Benzophenone (diphenyl ketone)

(d) 3-Pentanone

(e) Decanal

(f) 3-Phenyl-2-propenal

What product would you expect from the following mixed Claisen-like reaction?

The third and fourth steps in the synthesis of Hagemann’s ester from ethyl acetoacetate and formaldehyde (Problem 23-71) are an intramolecular aldol cyclization to yield a substituted cyclohexenone, and a decarboxylation reaction. Write both reactions, and show the products of each step.
See all solutions

Recommended explanations on Chemistry Textbooks

Kinetics

Read Explanation

Chemical Analysis

Read Explanation

Chemical Reactions

Read Explanation

Inorganic Chemistry

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Physical Chemistry

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