The number of equivalents of Grignard reagent | vedclass

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Question

(C) The given reactant contains three acidic protons: one phenolic $-OH$,one alcoholic $-OH$,and one amine $-NH-$. First,$3$ equivalents of $PhMgBr$ a

Vedclass · Accepted Answer

$5$ equivalent

Vedclass · Answer

(C) The given reactant contains three acidic protons: one phenolic $-OH$,one alcoholic $-OH$,and one amine $-NH-$. First,$3$ equivalents of $PhMgBr$ act as a base to deprotonate these three acidic sites,forming the corresponding magnesium salts. Next,$2$ equivalents of $PhMgBr$ act as a nucleophile to attack the ester group $(MeO_2C-)$,converting it into a tertiary alcohol after workup with $H_3O^+$. Therefore,the total number of equivalents of $PhMgBr$ required is $3 + 2 = 5$ equivalents. Thus,$x = 5$.

The number of equivalents of Grignard reagent $(x)$ used in reaction $(1)$ is:

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