Riemer-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.
(i) Which one of the following reagents is used in the above reaction ?
Text Solution
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(i)c (ii)c (iii)b
(i) to (iii) The suggested mechanism is,
In Reimer-Tiemann reaction, phenol on treating with chloroform-alkali gives isomeric product o- &
p-hydroxybenzaldehyde. Here electrophile is dichloro carbene formed by α -elimination of HCl from chloroform and intermediate will be sodium salt of o-dichloromethyl phenol.
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