Question

\[ \frac{\mathrm{NaOCH}_{2} \mathrm{CH}_{3}}{\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Br}} \] 17] Ren \( \downarrow \) Heat \( \mathrm{NaoCH}_{3} \) is a base; it abstracts protons before adding \( \mathrm{CH}_{3} \).The ester is subsequently hydrolyzed to produce acid, and decarboxylation occurs in the presence of heat.

          \[
\frac{\mathrm{NaOCH}_{2} \mathrm{CH}_{3}}{\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Br}}
\]
17] Ren
\( \downarrow \) Heat
\( \mathrm{NaoCH}_{3} \) is a base; it abstracts protons before adding \( \mathrm{CH}_{3} \).The ester is subsequently hydrolyzed to produce acid, and decarboxylation occurs in the presence of heat.

(NaOCH2CH3)/(C6H5CH2Br)

17] Ren
↓ Heat
NaoCH3 is a base; it abstracts protons before adding CH3.The ester is subsequently hydrolyzed to produce acid, and decarboxylation occurs in the presence of heat.

Added by Ana S.

Advanced Problems in Organic Chemistry for Competitive Examinations

Akshay Choudhary, Mandakini Choudhary 2nd Edition

Chapter 5

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Solved by Expert Anna D.

Step 1

We have sodium methoxide (\(\mathrm{NaOCH}_{2}\mathrm{CH}_{3}\)) reacting with benzyl bromide (\(\mathrm{C}_{6}\mathrm{H}_{5}\mathrm{CH}_{2}\mathrm{Br}\)). Sodium methoxide is a strong base and a nucleophile. Show more…

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\[ \frac{\mathrm{NaOCH}_{2} \mathrm{CH}_{3}}{\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Br}} \] 17] Ren \( \downarrow \) Heat \( \mathrm{NaoCH}_{3} \) is a base; it abstracts protons before adding \( \mathrm{CH}_{3} \).The ester is subsequently hydrolyzed to produce acid, and decarboxylation occurs in the presence of heat.