Write the product of the following reaction, indicating the mechanism by which it occurs.

 
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SOLUTION:
 
Diethyl carbonate adds three equivalents of methylmagnesium bromide to form tert-butanol .
 
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The reaction mechanism occurs in the following stages:
 
Stage 1. Addition of magnesium to diethyl carbonate.
 
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Stage 2. Removal of EtO - MgBr +
 
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Stage 3. Addition of the second magnesium equivalent
 
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Stage 4. Elimination.
 
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Stage 5. Addition of the third equivalent
 
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Stage 6. Acid hydrolysis
 
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