Question

Construct a plausible method to synthesize 4-methylheptan-2-ol from 3-methylhex-1-ene. Reaction involves more than one step. Show ALL the reagents and intermediate precursors.

Answer 1

CH3-CH2-CH2-CH(CH₃)-CH=CH₂$\implies$

Reagent required are

1. Br₂/CCl4
2. NaNH₂$\Delta$
3. Dil. HgSO₄
4. CH₂N₂
5. LiAlH₄

Solution in detail picture