(b) While trying to synthesise product A following the reaction scheme shown below, the desired product was never obtained. Instead an unwanted product B was obtained in 100% yield. Provide the detailed mechanism of how this product formed and suggest a new synthesis, starting from the given starting material to obtain product A (No mechanism is required for the new synthesis). مصر به ما هم دیده می شود مرو 1. Na OEt 2. Br B 1. NaOEt 2. -Br 100% yield 1. NaOH Heat مبر 0% yield

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 33MP
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(b) While trying to synthesise product A following the reaction scheme shown below, the desired
product was never obtained. Instead an unwanted product B was obtained in 100% yield.
Provide the detailed mechanism of how this product formed and suggest a new synthesis,
starting from the given starting material to obtain product A (No mechanism is required for the
new synthesis).
مفید مخافه میشود
1. Na OEt
2.
Br
1. NaOEt
B
2.
ge
-Br
100 % yield
1. NaOH
Heat
مبر
0% yield
Transcribed Image Text:(b) While trying to synthesise product A following the reaction scheme shown below, the desired product was never obtained. Instead an unwanted product B was obtained in 100% yield. Provide the detailed mechanism of how this product formed and suggest a new synthesis, starting from the given starting material to obtain product A (No mechanism is required for the new synthesis). مفید مخافه میشود 1. Na OEt 2. Br 1. NaOEt B 2. ge -Br 100 % yield 1. NaOH Heat مبر 0% yield
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