In each reaction box, place the best reagent and conditions from the list below.

Question

In each reaction box, place the best reagent and conditions from the list below. The reagent for your first step is incorrect. Although this synthesis could start with a Grignard reaction in the first step, forming a ketone by hydrolysis in the second step, a second Grignard reaction would then be necessary to form the desired tertiary alcohol. This synthesis is to be done with a single Grignard step. Acetone acetic acid LiAlH4 H2O workup (CH3CHMgBr (excess) acetyl chloride CH3CH2MgBr (excess) cat. HCI, CH3OH

Explanation / Answer

1.)H3O+,H2O,heat

2.)CH3OH, H3O+ (cat)

3.)CH3MgBr (excess)

4.)H2O

5.)acetyl chloride

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