Reaction of ethyl acetoacetate with one equivalent of methylmagnesium bromide gives · ABC26OR0529
Subject: Organic Chemistry · Chapter: Organic Synthesis · Topic: Organic Synthesis – General · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Medium
Reaction of ethyl acetoacetate with one equivalent of methylmagnesium bromide gives
(a)
(b)
(c)
(d)
Answer
Answer: C ✓ checked by 4AB · confidence high
The source book printed A; on checking, C is correct — see the explanation.
Explanation
The first equivalent of MeMgBr acts as a base on the acidic active methylene of ethyl acetoacetate, giving the magnesium enolate (c) and methane; no addition occurs.
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