1,3-Diphenylpropane-1,3-dione derivatives were synthesized via alkylation.It was found that the reaction between 2,2-dimethyl-1,3-diphenylpropane-1,3-dione and methylmagnesium brimide did not produce the tertiary alcohol,3,3-dimethyl-2,4-diphenylpentane-2,4-diol (III) instead, two products, 2-methyl-1-phenylpropan-1-one and 2-phenylpropan-2-ol, were produced in reaction.<br/>We present the following mechanism for reaction (2):<br/>The first step is the unstabhle anion formation (II-i) upon the reaction (II) with MeMgBr. This step is followed by a rapid decomposition of II-i anion into the IV-i anion and VI. While the protonation reaction occurs between IV-i with HCl, a further reaction of VI with MeMgBr leads to the formation of V.

Elucidating the reactions mechanism between 1,3-diphenylpropane-1,3-dione derivative and neucleophiles

ACS Spring Meeting 2021

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