ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)
ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)
4th Edition
ISBN: 9781119761068
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 7.7, Problem 7.48P
Interpretation Introduction

Interpretation:

Efficient synthesis has to be proposed for the given transformation.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 7.7, Problem 7.48P , additional homework tip  1

Expert Solution & Answer
Check Mark

Explanation of Solution

Given transformation is,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 7.7, Problem 7.48P , additional homework tip  2

Looking into the reactant and product, it is found that the methoxy group is converted into chloride.  In order to accomplish the given transformation, the ester has to be converted into carboxylic acid and then to acid halide.

Conversion of carboxylic acid ester to carboxylic acid can be done using aqueous acid.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 7.7, Problem 7.48P , additional homework tip  3

Carboxylic acid when treated with thionyl chloride gives acid halide as the product.  This can be represented as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 7.7, Problem 7.48P , additional homework tip  4

Therefore, the efficient synthesis can be given as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 7.7, Problem 7.48P , additional homework tip  5

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Identify the reagents you would use to achieve each of the following transformations.
Propose a suitable synthesis to accomplish the following transformation. Please give the reagents and products for each step. Do not just list the reagents.
Provide the reagents needed to accomplish the following transformations

Chapter 7 Solutions

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)

Ch. 7.3 - Identify the reagents you would use to achieve...Ch. 7.3 - Identify the reagents you would use to achieve...Ch. 7.3 - Identify the reagents you would use to achieve...Ch. 7.3 - Identify the reagents you would use to achieve...Ch. 7.3 - Identify the reagents you would use to achieve...Ch. 7.4 - Predict the major products for each of the...Ch. 7.4 - Predict the major products for each of the...Ch. 7.4 - Predict the major products for each of the...Ch. 7.5 - Prob. 7.23PCh. 7.5 - Identify the reagents you would use to make each...Ch. 7.5 - Identify the reagents you would use to make each...Ch. 7.5 - Identify the reagents you would use to make each...Ch. 7.5 - Identify the reagents you would use to make each...Ch. 7.5 - In the space provided, draw a mechanism for each...Ch. 7.5 - In the space provided, draw a mechanism for each...Ch. 7.5 - Prob. 7.33PCh. 7.5 - Prob. 7.34PCh. 7.5 - Prob. 7.35PCh. 7.5 - Prob. 7.36PCh. 7.6 - Based on everything we have just seen, propose a...Ch. 7.6 - Prob. 7.39PCh. 7.6 - Prob. 7.40PCh. 7.6 - Prob. 7.41PCh. 7.6 - Propose a mechanism for the following reaction:Ch. 7.6 - Prob. 7.44PCh. 7.6 - Prob. 7.45PCh. 7.6 - Prob. 7.46PCh. 7.7 - Prob. 7.48PCh. 7.7 - Prob. 7.49PCh. 7.7 - Prob. 7.50PCh. 7.7 - Prob. 7.51PCh. 7.7 - Prob. 7.52PCh. 7.7 - Prob. 7.53PCh. 7.7 - Prob. 7.55PCh. 7.7 - Prob. 7.56PCh. 7.7 - Prob. 7.57PCh. 7.7 - Prob. 7.58PCh. 7.7 - Prob. 7.59PCh. 7.7 - Prob. 7.60PCh. 7.7 - Prob. 7.61PCh. 7.7 - Prob. 7.62PCh. 7.7 - Prob. 7.63PCh. 7.7 - Prob. 7.64PCh. 7.7 - Prob. 7.65P