Homework Help is Here – Start Your Trial Now!
Science
Chemistry
3. Propose an acetoacetic ester synthesis to make 5-ethyl-6-methyl-2-heptanone.

3. Propose an acetoacetic ester synthesis to make 5-ethyl-6-methyl-2-heptanone.

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.58P
See similar textbooks
icon
Related questions
Question
**Exercise 3: Acetoacetic Ester Synthesis** Propose an acetoacetic ester synthesis to make 5-ethyl-6-methyl-2-heptanone. **Explanation:** This question asks you to design a synthetic route using acetoacetic ester. The goal is to create the specified ketone, 5-ethyl-6-methyl-2-heptanone, using known reagents and reaction steps. The acetoacetic ester synthesis typically involves: 1. **Formation of an enolate ion** from the acetoacetic ester by treatment with a base. 2. **Alkylation** of the enolate ion with an appropriate alkyl halide. 3. **Hydrolysis and decarboxylation** of the resulting compound to yield the desired ketone. Consider the molecular structure of 5-ethyl-6-methyl-2-heptanone as you select which alkyl halides to use and ensure that the necessary carbon skeleton is constructed through the synthesis.
Transcribed Image Text:**Exercise 3: Acetoacetic Ester Synthesis** Propose an acetoacetic ester synthesis to make 5-ethyl-6-methyl-2-heptanone. **Explanation:** This question asks you to design a synthetic route using acetoacetic ester. The goal is to create the specified ketone, 5-ethyl-6-methyl-2-heptanone, using known reagents and reaction steps. The acetoacetic ester synthesis typically involves: 1. **Formation of an enolate ion** from the acetoacetic ester by treatment with a base. 2. **Alkylation** of the enolate ion with an appropriate alkyl halide. 3. **Hydrolysis and decarboxylation** of the resulting compound to yield the desired ketone. Consider the molecular structure of 5-ethyl-6-methyl-2-heptanone as you select which alkyl halides to use and ensure that the necessary carbon skeleton is constructed through the synthesis.
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Carboxylic Acids and their Derivatives
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
SEE MORE TEXTBOOKS