JEE Main levelSingle correct optionDifficulty 2 of 3co081
But-3-en-2-one, CHX2=CHCOCHX3, reacts with diethyl propanedioate in the presence of a catalytic amount of NaOEt (Michael addition). The 1,4-adduct is
Adiethyl 2-(2-oxobutyl)propanedioate
Bdiethyl 2-(3-oxobutyl)propanedioate
Cdiethyl 2-(2-hydroxybut-3-en-2-yl)propanedioate
Ddiethyl 2-(but-3-en-2-ylidene)propanedioate
Answer: B
The malonate carbanion attacks the beta carbon (the terminal CHX2) of the enone. Protonation of the enolate gives (EtOOC)X2CH−CHX2CHX2COCHX3. Attack at the carbonyl carbon would be 1,2-addition and gives the hydroxy compound.