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Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below.
Question:
Which one of the following reagents is used the above reaction?
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Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below.
Question:
Which one of the following reagents is used the above reaction?
Solution:
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Verified Answer
The correct answer is:
aq. $\mathrm{NaOH}+\mathrm{CHCl}_3$
aq. $\mathrm{NaOH}+\mathrm{CHCl}_3$
aq. $\mathrm{NaOH}+\mathrm{CHCl}_3$
$$
\mathrm{Cl}_3 \mathrm{C}-\mathrm{H} \underset{-\mathrm{H}_2 \mathrm{O}}{\stackrel{\mathrm{OH}^{-}}{\longrightarrow}} \mathrm{Cl}_3 \mathrm{C}^{-} \underset{-\mathrm{Cl}^{-}}{\longrightarrow} \mathrm{Cl}_2 \mathrm{C}:
$$
$$
\mathrm{Cl}_3 \mathrm{C}-\mathrm{H} \underset{-\mathrm{H}_2 \mathrm{O}}{\stackrel{\mathrm{OH}^{-}}{\longrightarrow}} \mathrm{Cl}_3 \mathrm{C}^{-} \underset{-\mathrm{Cl}^{-}}{\longrightarrow} \mathrm{Cl}_2 \mathrm{C}:
$$
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