Question

Provide the reagents necessary to carry out the following conversion. OH NaBH/CH3OH 1. HOCH2CH2OH/H2SO4 2. NaBH4/CH3OH 3. H30+, A 1. HOCH2CH2OH/H2SO4 2. LIAIHa/ether 3. NaOH, H20 Оно* Onone of the above

Answer 1

Solution:

The correct option is II.

The given reaction is an example of selective reduction of ketone in presence of aldehyde.

This reaction is completed in three steps:

1) Protection of the aldehyde:

HOCH2CH2OH/H2SO4 forms a acetal on reaction with aldehydic group.

2) Reduction of ketone:

NaBH4/CH3OH is used to reduce the unprotected ketone into alcohol.

3) Hydrolysis and heating:

H3O+/Δ

It is used for conversion of acetal into aldehyde.