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JEE Main levelSingle correct optionDifficulty 2 of 3co080

Propanone is treated with $BrCH X_{2} COOC X_{2} H X_{5}$ and zinc in dry ether, followed by mild aqueous acid work-up (Reformatsky reaction). The product is

Aethyl 3-methylbut-2-enoate
Bethyl 3-oxobutanoate
Cethyl 3-hydroxy-3-methylbutanoate
Dethyl 2-hydroxy-2-methylpropanoate

Answer: C

Zinc inserts into C-Br to give the organozinc enolate

BrZnCH X_{2} COOEt

. It adds to the ketone C=O. Mild acid work-up gives the beta-hydroxy ester

(CH X_{3}) X_{2} C (OH) CH X_{2} COOC X_{2} H X_{5}

.

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